Bucket-List Cruise Adventures — the cruise, every port’s unforgettable thing, the whole trip

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jun 13 – Jun 20, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $837

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jun 20 – Jun 27, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

View → ✉ Email

from $1,103

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jun 20 – Jun 27, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $1,223

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jun 21 – Jun 28, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,133

Book This Cruise@ Cruisebound

Disney · Disney DestinyRound-trip

Caribbean 7 nights Jun 27 – Jul 4, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Historical & Cultural SUV Tour of Eleuthera Walk El Morro & Old San Juan's City Walls Maho Beach

View → ✉ Email

from $2,907

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Caribbean 8 nights Jun 27 – Jul 5, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

View → ✉ Email

from $1,136

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jun 27 – Jul 4, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,316

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jun 27 – Jul 4, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $1,504

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 4 – Jul 11, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $1,294

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jul 11 – Jul 18, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,292

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 11 – Jul 18, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $1,269

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jul 12 – Jul 19, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,125

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 18 – Jul 25, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $1,416

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Bahamas 8 nights Jul 25 – Aug 2, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter +1 more

View → ✉ Email

from $1,125

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 25 – Aug 1, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $1,212

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Aug 1 – Aug 8, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,126

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 1 – Aug 8, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +2 more

View → ✉ Email

from $849

Book This Cruise@ Cruisebound

Celebrity · Celebrity BeyondRound-trip

Caribbean 7 nights Aug 2 – Aug 9, 2026 from Miami, Florida

Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $895

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Aug 2 – Aug 9, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,227

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Aug 8 – Aug 15, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,184

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 8 – Aug 15, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $755

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 15 – Aug 22, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $694

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Bahamas 8 nights Aug 22 – Aug 30, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

View → ✉ Email

from $654

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Aug 22 – Aug 29, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,542

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 22 – Aug 29, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $738

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Aug 23 – Aug 30, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,159

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 29 – Sep 5, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $640

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 5 – Sep 12, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $616

Book This Cruise@ Cruisebound

Princess · Regal PrincessRound-trip

Caribbean 7 nights Sep 12 – Sep 19, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls Maho Beach

View → ✉ Email

from $641

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Sep 12 – Sep 19, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,156

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 12 – Sep 19, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $716

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Sep 13 – Sep 20, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,249

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Bahamas 8 nights Sep 19 – Sep 27, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

View → ✉ Email

from $586

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Sep 19 – Sep 26, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,092

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 19 – Sep 26, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Jost Van Dyke Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $678

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 26 – Oct 3, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $687

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Oct 3 – Oct 10, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,081

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 3 – Oct 10, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $598

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Oct 4 – Oct 11, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $913

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 10 – Oct 17, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $573

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 17 – Oct 24, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Jost Van Dyke Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $597

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Oct 24 – Oct 31, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,216

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 24 – Oct 31, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $580

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Oct 25 – Nov 1, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,122

Book This Cruise@ Cruisebound

Princess · Regal PrincessRound-trip

Caribbean 8 nights Oct 31 – Nov 8, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Walk El Morro & Old San Juan's City Walls 27 Charcos of Damajagua +1 more

View → ✉ Email

from $529

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 31 – Nov 7, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $750

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Nov 1 – Nov 8, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,166

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 1 – Nov 8, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $573

Book This Cruise@ Cruisebound

Royal Caribbean · Adventure of the SeasRound-trip

Caribbean 8 nights Nov 7 – Nov 15, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

View → ✉ Email

from $744

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Nov 7 – Nov 14, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,147

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 7 – Nov 14, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $581

Book This Cruise@ Cruisebound

Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Nov 8 – Nov 15, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $907

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 8 – Nov 15, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $601

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 14 – Nov 21, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +2 more

View → ✉ Email

from $576

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Swim with wild green sea turtles + two shipwrecks… +3 more

View → ✉ Email

from $1,423

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Nov 15 – Nov 22, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,157

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $552

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Nov 21 – Nov 28, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,271

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 21 – Nov 28, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $580

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,300

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Nov 22 – Nov 29, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $940

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $542

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Nov 23 – Nov 30, 2026 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'

View → ✉ Email

from $707

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 28 – Dec 5, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $530

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Nov 28 – Dec 5, 2026 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten7 ports

Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

View → ✉ Email

from $4,098

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,131

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Nov 29 – Dec 6, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $658

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $556

Book This Cruise@ Cruisebound

Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $603

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $1,116

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Dec 5 – Dec 12, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

View → ✉ Email

from $821

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Dec 5 – Dec 12, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,165

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $562

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail'Boiling Lake Hike +1 more

View → ✉ Email

from $1,175

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks…Mt. Liamuiga Volcano Crater Hike +2 more

View → ✉ Email

from $1,084

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $750

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $597

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Dec 7 – Dec 14, 2026 from La Romana, Dominican Republic

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Norman Island

View → ✉ Email

from $659

Book This Cruise@ Cruisebound

Azamara · Azamara JourneyOne-way

Caribbean 6 nights Dec 12 – Dec 18, 2026 from Bridgetown, Barbados to San Juan, Puerto Rico

Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico7 ports

Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +2 more

View → ✉ Email

from $1,645

Book This Cruise@ Cruisebound

Disney · Disney DestinyRound-trip

Caribbean 7 nights Dec 12 – Dec 19, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Historical & Cultural SUV Tour of Eleuthera Walk El Morro & Old San Juan's City Walls Maho Beach

View → ✉ Email

from $2,642

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 12 – Dec 19, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $545

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,094

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Dec 13 – Dec 20, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,479

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $602

Book This Cruise@ Cruisebound

Costa · Costa FascinosaRound-trip

Caribbean 6 nights Dec 17 – Dec 23, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe6 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · Caribbean Sea Darkest Spot · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Saona Island Private Speedboat & Natural Pool Day Cosol Tours

View → ✉ Email

from $1,062

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $1,194

Book This Cruise@ Cruisebound

Princess · Coral PrincessRound-trip

Bahamas 7 nights Dec 19 – Dec 26, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day Walk El Morro & Old San Juan's City Walls Maho Beach

View → ✉ Email

from $664

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $656

Book This Cruise@ Cruisebound

Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Dec 20 – Dec 27, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $1,140

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 20 – Dec 27, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +1 more

View → ✉ Email

from $1,543

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 21 – Dec 28, 2026 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Martinique Bay · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more

View → ✉ Email

from $1,087

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Dec 21 – Dec 28, 2026 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,379

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 23 – Dec 30, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports

Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more

View → ✉ Email

from $1,196

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 24 – Dec 31, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Norman Island +1 more

View → ✉ Email

from $1,193

Book This Cruise@ Cruisebound

Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $817

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $908

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Dec 26 – Jan 2, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $5,998

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $2,519

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $685

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 28 – Jan 4, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Fort-de-France, Martinique · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Cosol Tours Mt. Liamuiga Volcano Crater Hike +1 more

View → ✉ Email

from $1,201

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 8 nights Dec 30 – Jan 7, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique10 ports

Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Cosol Tours Mt. Liamuiga Volcano Crater Hike +1 more

View → ✉ Email

from $1,441

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 8 nights Dec 31 – Jan 8, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · … · Pointe-a-Pitre, Guadeloupe10 ports

Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Cosol Tours Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $1,438

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 2 – Jan 9, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $662

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jan 2 – Jan 9, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,222

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 2 – Jan 9, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $557

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 3 – Jan 10, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +1 more

View → ✉ Email

from $896

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Jan 3 – Jan 10, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $941

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jan 4 – Jan 11, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'

View → ✉ Email

from $779

Book This Cruise@ Cruisebound

Costa · Costa FavolosaOne-way

Caribbean 7 nights Jan 7 – Jan 14, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island +1 more

View → ✉ Email

from $1,036

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 8 – Jan 15, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $1,033

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Jan 8 – Jan 15, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach

View → ✉ Email

from $839

Book This Cruise@ Cruisebound

Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 9 – Jan 16, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $517

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 9 – Jan 16, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Croix, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Buck Island Reef Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $611

Book This Cruise@ Cruisebound

Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $741

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,146

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $618

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jan 10 – Jan 17, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,183

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $556

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 11 – Jan 18, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic

★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +1 more

View → ✉ Email

from $957

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Jan 15 – Jan 22, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Martinique · St. Georges, Grenada, West Indies · St. Lucia, Caribbean · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Maho Beach Grenada Private Taxi Tour

View → ✉ Email

from $960

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 16 – Jan 23, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $956

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Jan 16 – Jan 23, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

View → ✉ Email

from $1,147

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jan 16 – Jan 23, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,107

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 16 – Jan 23, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $597

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 16 – Jan 23, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $5,798

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 17 – Jan 24, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +1 more

View → ✉ Email

from $1,014

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Jan 17 – Jan 24, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Martinique · St. Georges, Grenada, West Indies · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Maho Beach Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $702

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 18 – Jan 25, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

View → ✉ Email

from $939

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jan 18 – Jan 25, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'

View → ✉ Email

from $767

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 21 – Jan 28, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports

Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $1,019

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 22 – Jan 29, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Roseau, Dominica · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Boiling Lake Hike +1 more

View → ✉ Email

from $1,016

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Jan 22 – Jan 29, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach

View → ✉ Email

from $1,169

Book This Cruise@ Cruisebound

Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $501

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $541

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Jan 24 – Jan 31, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,153

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Jan 24 – Jan 31, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,111

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Jan 24 – Jan 31, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $542

Book This Cruise@ Cruisebound

Disney · Disney DestinyRound-trip

Caribbean 7 nights Jan 30 – Feb 6, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Historical & Cultural SUV Tour of Eleuthera Walk El Morro & Old San Juan's City Walls Maho Beach

View → ✉ Email

from $2,271

Book This Cruise@ Cruisebound

MSC Cruises · MSC MeravigliaRound-trip

Bahamas 8 nights Jan 30 – Feb 7, 2027 from Miami, Florida

Miami, Florida · Nassau, Bahamas · … · Miami, Florida6 ports

Miami, Florida · Nassau, Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $578

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 30 – Feb 6, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $642

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jan 30 – Feb 6, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,057

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 30 – Feb 6, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Buck Island Reef +2 more

View → ✉ Email

from $571

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 30 – Feb 6, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $4,798

Book This Cruise@ Cruisebound

Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Jan 31 – Feb 7, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Jost Van Dyke The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $878

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 31 – Feb 7, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +1 more

View → ✉ Email

from $758

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Feb 1 – Feb 8, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

View → ✉ Email

from $959

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Feb 1 – Feb 8, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Norman Island

View → ✉ Email

from $779

Book This Cruise@ Cruisebound

Costa · Costa FavolosaOne-way

Caribbean 7 nights Feb 4 – Feb 11, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,037

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Feb 5 – Feb 12, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre

View → ✉ Email

from $1,065

Book This Cruise@ Cruisebound

Oceania · Oceania AlluraOne-way

Caribbean 7 nights Feb 5 – Feb 12, 2027 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico6 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Gustavia, St. Barts · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $3,375

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Feb 5 – Feb 12, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Dominica, Caribbean · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach

View → ✉ Email

from $961

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Feb 6 – Feb 13, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $609

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Feb 7 – Feb 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,205

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Feb 7 – Feb 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Dominica, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $636

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Feb 7 – Feb 14, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $777

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Feb 7 – Feb 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $413

Book This Cruise@ Cruisebound

MSC Cruises · MSC MeravigliaRound-trip

Caribbean 8 nights Feb 13 – Feb 21, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida6 ports

Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter 27 Charcos of Damajagua

View → ✉ Email

from $648

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Feb 13 – Feb 20, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $1,320

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Feb 13 – Feb 20, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,357

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Feb 14 – Feb 21, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +1 more

View → ✉ Email

from $1,233

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Feb 14 – Feb 21, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Swim with wild green sea turtles + two shipwrecks…Mt. Liamuiga Volcano Crater Hike +2 more

View → ✉ Email

from $1,092

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Feb 14 – Feb 21, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $911

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Feb 14 – Feb 21, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $564

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Feb 15 – Feb 22, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Norman Island

View → ✉ Email

from $829

Book This Cruise@ Cruisebound

Disney · Disney DreamRound-trip

Bahamas 7 nights Feb 19 – Feb 26, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico · Castaway Cay, Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Walk El Morro & Old San Juan's City Walls Abaco Backcountry Fishing Adventure

View → ✉ Email

from $2,469

Book This Cruise@ Cruisebound

Oceania · Oceania AlluraOne-way

Caribbean 8 nights Feb 19 – Feb 27, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Gustavia, St. Barts · … · Miami, Florida7 ports

San Juan, Puerto Rico · Gustavia, St. Barts · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $2,970

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Feb 19 – Feb 26, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach

View → ✉ Email

from $1,109

Book This Cruise@ Cruisebound

Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Feb 20 – Feb 27, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $723

Book This Cruise@ Cruisebound

Princess · Regal PrincessRound-trip

Caribbean 8 nights Feb 20 – Feb 28, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Walk El Morro & Old San Juan's City Walls 27 Charcos of Damajagua +1 more

View → ✉ Email

from $1,099

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Feb 20 – Feb 27, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $558

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Feb 20 – Feb 27, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $5,998

Book This Cruise@ Cruisebound

Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Feb 21 – Feb 28, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Jost Van Dyke The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $917

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Feb 21 – Feb 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,439

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Feb 21 – Feb 28, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,204

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Feb 21 – Feb 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $556

Book This Cruise@ Cruisebound

Costa · Costa FavolosaOne-way

Caribbean 7 nights Feb 25 – Mar 4, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island +1 more

View → ✉ Email

from $1,007

Book This Cruise@ Cruisebound

Costa · Costa FavolosaRound-trip

Caribbean 7 nights Feb 26 – Mar 5, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $1,003

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Feb 26 – Mar 5, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Martinique · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Maho Beach Grenada Private Taxi Tour

View → ✉ Email

from $854

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Feb 27 – Mar 6, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $970

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Feb 27 – Mar 6, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,229

Book This Cruise@ Cruisebound

Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Feb 27 – Mar 6, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $559

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Feb 27 – Mar 6, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports

Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

View → ✉ Email

from $4,798

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Feb 28 – Mar 7, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail'Boiling Lake Hike +1 more

View → ✉ Email

from $970

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Feb 28 – Mar 7, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Roseau, Dominica · Bridgetown, Barbados · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Boiling Lake Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,116

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Feb 28 – Mar 7, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $1,041

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Mar 1 – Mar 8, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Norman Island

View → ✉ Email

from $799

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Mar 5 – Mar 12, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach

View → ✉ Email

from $1,109

Book This Cruise@ Cruisebound

Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Mar 6 – Mar 13, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $884

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Mar 6 – Mar 13, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $4,798

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Mar 7 – Mar 14, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,189

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Mar 7 – Mar 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $567

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Mar 13 – Mar 20, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $684

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Mar 13 – Mar 20, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,357

Book This Cruise@ Cruisebound

Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Mar 14 – Mar 21, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $1,212

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Mar 14 – Mar 21, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +1 more

View → ✉ Email

from $858

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Bahamas 7 nights Mar 14 – Mar 21, 2027 from Miami, Florida

Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,113

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Mar 15 – Mar 22, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Norman Island

View → ✉ Email

from $799

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Mar 19 – Mar 26, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach

View → ✉ Email

from $919

Book This Cruise@ Cruisebound

Princess · Regal PrincessRound-trip

Bahamas 7 nights Mar 20 – Mar 27, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day Walk El Morro & Old San Juan's City Walls Maho Beach

View → ✉ Email

from $691

Book This Cruise@ Cruisebound

Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Mar 20 – Mar 27, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $5,998

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Mar 21 – Mar 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +2 more

View → ✉ Email

from $1,264

Book This Cruise@ Cruisebound

Princess · Crown PrincessRound-trip

Caribbean 7 nights Mar 21 – Mar 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach Swim with wild green sea turtles + two shipwrecks…

View → ✉ Email

from $814

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Mar 21 – Mar 28, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,446

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Mar 21 – Mar 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $572

Book This Cruise@ Cruisebound

MSC Cruises · MSC MeravigliaRound-trip

Caribbean 8 nights Mar 27 – Apr 4, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida6 ports

Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter 27 Charcos of Damajagua

View → ✉ Email

from $747

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Mar 27 – Apr 3, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

View → ✉ Email

from $1,128

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Mar 27 – Apr 3, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

View → ✉ Email

from $859

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Mar 27 – Apr 3, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,300

Book This Cruise@ Cruisebound

MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Mar 28 – Apr 4, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +1 more

View → ✉ Email

from $1,362

Book This Cruise@ Cruisebound

Princess · Crown PrincessOne-way

Caribbean 7 nights Mar 28 – Apr 4, 2027 from San Juan, Puerto Rico to Fort Lauderdale (Port Everglades), Florida

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Maho Beach Aruba Everglades Airboat Skim + Gator Boys Live Show

View → ✉ Email

from $514

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Mar 28 – Apr 4, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $1,034

Book This Cruise@ Cruisebound

Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Mar 28 – Apr 4, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $618

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Mar 29 – Apr 5, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $919

Book This Cruise@ Cruisebound

Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Apr 4 – Apr 11, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Jost Van Dyke The full 27 jumps at the Damajagua Waterfalls

View → ✉ Email

from $934

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Apr 4 – Apr 11, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,361

Book This Cruise@ Cruisebound

Princess · Regal PrincessRound-trip

Caribbean 7 nights Apr 10 – Apr 17, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day Walk El Morro & Old San Juan's City Walls Maho Beach

View → ✉ Email

from $624

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Apr 10 – Apr 17, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,222

Book This Cruise@ Cruisebound

Royal Caribbean · Allure of the SeasRound-trip

Bahamas 7 nights Apr 11 – Apr 18, 2027 from Miami, Florida

Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

View → ✉ Email

from $870

Book This Cruise@ Cruisebound

Disney · Disney DreamRound-trip

Caribbean 7 nights Apr 16 – Apr 23, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Willemstad, Curacao · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Antigua, Antigua & Barbuda · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Curaçao Island Tour with Local Ex…Aruba Maho Beach

View → ✉ Email

from $4,180

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Apr 16 – Apr 23, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $959

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Apr 17 – Apr 24, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

View → ✉ Email

from $696

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Apr 18 – Apr 25, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,440

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Apr 24 – May 1, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,343

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Apr 30 – May 7, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $949

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights May 1 – May 8, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $728

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights May 1 – May 8, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $924

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights May 8 – May 15, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $697

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights May 8 – May 15, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,241

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights May 14 – May 21, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $859

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights May 15 – May 22, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $750

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights May 15 – May 22, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $739

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights May 15 – May 22, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,213

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights May 17 – May 24, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $859

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights May 22 – May 29, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $803

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights May 23 – May 30, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,442

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights May 28 – Jun 4, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $829

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights May 29 – Jun 5, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $771

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights May 29 – Jun 5, 2027 from Miami, Florida

Miami, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,415

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights May 31 – Jun 7, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $819

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jun 5 – Jun 12, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $838

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jun 5 – Jun 12, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,282

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jun 11 – Jun 18, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $819

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jun 12 – Jun 19, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $624

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Jun 12 – Jun 19, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

View → ✉ Email

from $1,613

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jun 13 – Jun 20, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $2,049

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jun 19 – Jun 26, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $814

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Jun 19 – Jun 26, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,655

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jun 25 – Jul 2, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $819

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jun 26 – Jul 3, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $806

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jun 26 – Jul 3, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,607

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jun 28 – Jul 5, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $749

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jul 3 – Jul 10, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $835

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Jul 4 – Jul 11, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,740

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jul 9 – Jul 16, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $999

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jul 10 – Jul 17, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $882

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Jul 10 – Jul 17, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,657

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jul 12 – Jul 19, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $989

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jul 17 – Jul 24, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $847

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jul 17 – Jul 24, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,657

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jul 23 – Jul 30, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $1,019

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jul 24 – Jul 31, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $913

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jul 25 – Aug 1, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,676

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jul 26 – Aug 2, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $949

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Jul 31 – Aug 7, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $772

Book This Cruise@ Cruisebound

Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jul 31 – Aug 7, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,627

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Aug 6 – Aug 13, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $1,109

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Aug 7 – Aug 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $709

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Caribbean 7 nights Aug 7 – Aug 14, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

View → ✉ Email

from $1,101

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Aug 9 – Aug 16, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $879

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Aug 14 – Aug 21, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $673

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Aug 15 – Aug 22, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,549

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Aug 20 – Aug 27, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $1,669

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Aug 21 – Aug 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $639

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Caribbean 7 nights Aug 21 – Aug 28, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $943

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Aug 28 – Sep 4, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $598

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Sep 3 – Sep 10, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $629

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Sep 4 – Sep 11, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $610

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Caribbean 7 nights Sep 4 – Sep 11, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $914

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Sep 5 – Sep 12, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,562

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Sep 6 – Sep 13, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $629

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Sep 11 – Sep 18, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $569

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Sep 17 – Sep 24, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique8 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +1 more

View → ✉ Email

from $629

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Sep 18 – Sep 25, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

View → ✉ Email

from $605

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Sep 18 – Sep 25, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $880

Book This Cruise@ Cruisebound

MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Sep 20 – Sep 27, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach

View → ✉ Email

from $629

Book This Cruise@ Cruisebound

Royal Caribbean · Grandeur of the SeasRound-trip

Caribbean 7 nights Sep 25 – Oct 2, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

View → ✉ Email

from $661

Book This Cruise@ Cruisebound

Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Sep 25 – Oct 2, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

View → ✉ Email

from $799

Book This Cruise@ Cruisebound

Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Sep 26 – Oct 3, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

View → ✉ Email

from $1,154

Book This Cruise@ Cruisebound

Pick your sailing — we plan the whole adventure