Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

When are you free? From to — only cruises that fit entirely inside your dates

My result then click any cruise row to open it

Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa

Trip tap one or more Round-trip One-way Repositioning

Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights

Cruise level tap one or more Luxury Premium Contemporary River

+ pick specific cruise lines · 2 selected

Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean

Must visit a specific port clear

Sort

Reset

Filtering Regent ×Norwegian ×Visits Port of Basseterre × Clear all

Showing 36 of 78 sailings

Regent · Seven Seas SplendorOne-way

Australia & South Pacific 16 nights Oct 30 – Nov 15, 2026 from Montreal, Quebec to Miami, Florida

Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida14 ports

Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Willis Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Willis Island · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · San Juan, Puerto Rico · Willis Island · Miami, Florida

★ Bucket-list Old Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis Island BridgeClimb Sydney Peggy's Cove & Lunenburg +6 more

View → ✉ Email

from $11,950

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 9 – Nov 21, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

View → ✉ Email

from $1,127

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

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… +3 more

View → ✉ Email

from $1,300

Book This Cruise@ Cruisebound

Norwegian · Norwegian GemRound-trip

Caribbean 12 nights Nov 28 – Dec 10, 2026 from Tampa, Florida

Tampa, Florida · San Juan, Puerto Rico · … · Tampa, Florida9 ports

Tampa, Florida · San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike +4 more

View → ✉ Email

from $941

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 29 – Dec 11, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

View → ✉ Email

from $945

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… +3 more

View → ✉ Email

from $1,131

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'Gros Piton Summit Hike Swim with wild green sea turtles + two shipwrecks… +3 more

View → ✉ Email

from $1,084

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 11 – Dec 23, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

View → ✉ Email

from $887

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… +3 more

View → ✉ Email

from $1,094

Book This Cruise@ Cruisebound

Regent · Seven Seas GrandeurRound-trip

Caribbean 10 nights Dec 19 – Dec 29, 2026 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida9 ports

Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Private Full-Day Boat Charter Boiling Lake Hike +3 more

View → ✉ Email

from $8,999

Book This Cruise@ Cruisebound

Regent · Seven Seas MarinerOne-way

Caribbean 14 nights Dec 21 – Jan 4, 2027 from Tampa, Florida to Miami, Florida

Tampa, Florida · Willis Island · … · Miami, Florida14 ports

Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Zodiac Circumnavigation of Willis Island Stingray City Sandbar The Natural Pool +6 more

View → ✉ Email

from $9,899

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 23 – Jan 4, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

View → ✉ Email

from $1,860

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… +3 more

View → ✉ Email

from $2,519

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Jan 4 – Jan 16, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

View → ✉ Email

from $1,157

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… +3 more

View → ✉ Email

from $1,146

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… +3 more

View → ✉ Email

from $1,153

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Feb 1 – Feb 13, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac… +3 more

View → ✉ Email

from $1,305

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… +3 more

View → ✉ Email

from $1,205

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

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… +3 more

View → ✉ Email

from $1,439

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Mar 1 – Mar 13, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

View → ✉ Email

from $1,379

Book This Cruise@ Cruisebound

Regent · Seven Seas PrestigeRound-trip

Caribbean 12 nights Mar 5 – Mar 17, 2027 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida11 ports

Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike +5 more

View → ✉ Email

from $11,099

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

Regent · Seven Seas PrestigeOne-way

Bahamas 10 nights Mar 30 – Apr 9, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Tortola, B.V.I. · … · Miami, Florida11 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Gustavia, St. Barts · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · La Romana, Dominican Republic · Willis Island · Nassau, Bahamas · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Private Half-Day Island Adventure & Trunk Bay Beach +6 more

View → ✉ Email

from $6,049

Book This Cruise@ Cruisebound

Regent · Seven Seas MarinerOne-way

Caribbean 14 nights Apr 15 – Apr 29, 2027 from Miami, Florida to New York, New York

Miami, Florida · Willis Island · … · New York, New York12 ports

Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · St. John's, Antigua · Tortola, B.V.I. · Willis Island · New York, New York

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island The Natural Pool Private Full-Day Curaçao Island Tour with Local Ex… +5 more

View → ✉ Email

from $8,199

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaOne-way

Caribbean 10 nights Nov 3 – Nov 13, 2027 from New York, New York to San Juan, Puerto Rico

New York, New York · Royal Naval Dockyard, Bermuda · … · San Juan, Puerto Rico9 ports

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

★ Bucket-list Manhattan Helicopter Tour Private Island Wrap-Around Van Tour of Bermuda Jost Van Dyke Mt. Liamuiga Volcano Crater Hike +5 more

View → ✉ Email

from $1,554

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 8 – Nov 20, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

View → ✉ Email

from $1,140

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 13 – Nov 20, 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. · St. Lucia, Caribbean · 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 Gros Piton Summit Hike Swim with wild green sea turtles + two shipwrecks… +3 more

View → ✉ Email

from $973

Book This Cruise@ Cruisebound

Norwegian · Norwegian VivaRound-trip

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

San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike Gros Piton Summit Hike Private Full-Day Curaçao Island Tour with Local Ex… +1 more

View → ✉ Email

from $1,219

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 20 – Nov 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. · 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 $1,084

Book This Cruise@ Cruisebound

Norwegian · Norwegian VivaRound-trip

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

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Swim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +1 more

View → ✉ Email

from $1,369

Book This Cruise@ Cruisebound

Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 28 – Dec 10, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +3 more

View → ✉ Email

from $1,155

Book This Cruise@ Cruisebound

Norwegian · Norwegian VivaRound-trip

Caribbean 7 nights Nov 28 – Dec 5, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Random Wind 'Paradise Day Sail' +1 more

View → ✉ Email

from $867

Book This Cruise@ Cruisebound

Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Dec 4 – Dec 11, 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 · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · 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… +3 more

View → ✉ Email

from $884

Book This Cruise@ Cruisebound

Norwegian · Norwegian VivaRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike Gros Piton Summit Hike Swim with wild green sea turtles + two shipwrecks… +1 more

View → ✉ Email

from $844

Book This Cruise@ Cruisebound

Load more 42 more

Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

19 lines
aboard

MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara