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Showing 72 of 1,179 sailings

Cunard · Queen ElizabethOne-way

Alaska 40 nights Sep 17 – Oct 27, 2026 from Seattle, Washington to Miami, Florida

Seattle, Washington · Ketchikan, Alaska · … · Miami, Florida21 ports

Seattle, Washington · Ketchikan, Alaska · Juneau, Ak, Usa · Endicott Arm, Alaska · Victoria, British Columbia · Seattle, Washington · Los Angeles, California · Cabo San Lucas, Mexico · Puerto Quetzal, Guatemala · Fuerte Amador, Panama · Panama Canal, Panama · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Space Needle & Chihuly Garden of Glass Misty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…Endicott Arm & Dawes Glacier +15 more

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from $18,042

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Royal Caribbean · Adventure of the SeasRound-trip

Caribbean 8 nights Sep 18 – Sep 26, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Buck Island Reef Private Full-Day Boat Charter Walk El Morro & Old San Juan's City Walls +1 more

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from $1,232

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Carnival · Carnival VistaRound-trip

Caribbean 8 nights Sep 19, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls 27 Charcos of Damajagua +1 more

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from $647

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MSC Cruises · MSC World AmericaRound-trip

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

Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Shipwreck Snorkel Safari

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from $598

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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

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from $668

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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

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from $557

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Princess · Regal PrincessRound-trip

Caribbean 7 nights Sep 26 – Oct 3, 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

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from $819

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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

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from $606

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Carnival · Carnival CelebrationRound-trip

Caribbean 7 nights Sep 27, 2026 from Miami, Florida

Miami, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Celebration Key, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls Kayak the Lucayan Caves & Gold Rock Beach with the…

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from $578

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Disney · Disney DreamRound-trip

Bahamas 7 nights Oct 2 – Oct 9, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Castaway Cay, Bahamas · 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 The full 27 jumps at the Damajagua Waterfalls +1 more

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from $1,571

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Oct 3, 2026 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $617

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MSC Cruises · MSC World AmericaRound-trip

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

Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Shipwreck Snorkel Safari

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from $513

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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

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from $583

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Princess · Caribbean PrincessRound-trip

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

Port Canaveral, Florida · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Walk El Morro & Old San Juan's City Walls 27 Charcos of Damajagua Gibbs Cay Private Stingray Swim & Reef Snorkel

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from $579

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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'

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from $1,134

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MSC Cruises · MSC World AmericaRound-trip

Bahamas 14 nights Oct 10 – Oct 24, 2026 from Miami, Florida

Miami, Florida · Roatan, Honduras · … · Miami, Florida10 ports

Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan Ruins El Cielo + Palancar + Columbia 3-Stop Snorkel +3 more

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from $1,619

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Oct 10 – Oct 17, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Walk El Morro & Old San Juan's City Walls Daredevil's Peak

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from $1,153

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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

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from $606

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Oct 15 – Nov 5, 2026 from Miami, Florida

Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports

Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Adventure Antigua Gros Piton Summit Hike +7 more

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from $1,898

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Royal Caribbean · Adventure of the SeasRound-trip

Caribbean 8 nights Oct 16 – Oct 24, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Buck Island Reef Private Full-Day Boat Charter Walk El Morro & Old San Juan's City Walls +1 more

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from $1,592

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Viking Ocean · Viking SeaRepositioning

Caribbean 20 nights Oct 16 – Nov 5, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico

Civitavecchia (Rome), Italy · Florence, Italy · … · San Juan, Puerto Rico13 ports

Civitavecchia (Rome), Italy · Florence, Italy · Monte Carlo, Monaco · Marseille, France · Sete, France · Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Vatican, Sistine Chapel & Colosseum in One Day Uffizi Gallery Casino de Monte-Carlo Calanques National Park Boat Cruise from the Old P… +6 more

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from $7,398

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Carnival · Carnival DreamRound-trip

Caribbean 14 nights Oct 17, 2026 from Galveston, Texas

Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports

Galveston, Texas · Key West, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas

★ Bucket-list Moody Gardens Dry Tortugas National Park Gibbs Cay Private Stingray Swim & Reef Snorkel Walk El Morro & Old San Juan's City Walls +5 more

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from $1,110

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Carnival · Carnival VistaRound-trip

Caribbean 8 nights Oct 17, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls 27 Charcos of Damajagua +1 more

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from $707

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Disney · Disney DestinyRound-trip

Bahamas 7 nights Oct 17 – Oct 24, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · Castaway Cay, Bahamas · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Historical & Cultural SUV Tour of Eleuthera Abaco Backcountry Fishing Adventure Walk El Morro & Old San Juan's City Walls +1 more

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from $1,893

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MSC Cruises · MSC World AmericaRound-trip

Mexico 14 nights Oct 17 – Oct 31, 2026 from Miami, Florida

Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports

Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Shipwreck Snorkel Safari +3 more

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from $1,413

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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

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from $767

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Carnival · Carnival VeneziaRound-trip

Caribbean 14 nights Oct 18, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Grenada, Caribbean · Kingstown, St. Vincent (dock) · Bridgetown, Barbados · Philipsburg, St. Maarten · San Juan, Puerto Rico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Private Catamaran Sail & Snorkel at Honeymoon Beac…Adventure Antigua Mount Pelée & Saint-Pierre +4 more

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from $994

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Virgin · Valiant LadyOne-way

Bermuda 12 nights Oct 19, 2026 from Brooklyn, NY to San Juan, Puerto Rico

Brooklyn, NY · Kings Wharf, Bermuda · … · San Juan, Puerto Rico7 ports

Brooklyn, NY · Kings Wharf, Bermuda · Bimini, Bahamas · St. Croix, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list NYC Private VIP Tour by Vehicle Dolphin Quest Swim with Wild Dolphins at Honeymoon Harbour Buck Island Reef +3 more

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from $1,188

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Royal Caribbean · Vision of the SeasOne-way

Caribbean 10 nights Oct 22 – Nov 1, 2026 from Baltimore, Maryland to San Juan, Puerto Rico

Baltimore, Maryland · Grand Turk, Turks and Caicos · … · San Juan, Puerto Rico8 ports

Baltimore, Maryland · Grand Turk, Turks and Caicos · Philipsburg, St. Maarten · Roseau, Dominica · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list National Aquarium Gibbs Cay Private Stingray Swim & Reef Snorkel Random Wind 'Paradise Day Sail'Boiling Lake Hike +4 more

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from $1,212

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Oceania · Oceania InsigniaRepositioning

Mediterranean 32 nights Oct 23 – Nov 24, 2026 from Venice, Italy to Miami, Florida

Venice, Italy · Rijeka, Croatia · … · Miami, Florida23 ports

Venice, Italy · Rijeka, Croatia · Split, Croatia · Kotor, Montenegro · Igoumenitsa, Greece · Gallipoli, Turkey · Catania, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Barcelona, Spain · Palma de Mallorca, Spain · Alicante, Spain · Cartagena, Spain · Malaga, Spain · Seville, Spain · Portimao, Portugal · Lisbon, Portugal · Arrecife, Lanzarote, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de La Palma, Spain · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida

★ Bucket-list Doge's Palace Postojna Cave & Predjama Castle Diocletian's Palace Climb the City Walls to San Giovanni Fortress +19 more

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from $15,749

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Viking Ocean · Viking SeaRepositioning

Caribbean 13 nights Oct 23 – Nov 5, 2026 from Barcelona, Spain to San Juan, Puerto Rico

Barcelona, Spain · Valencia, Spain · … · San Juan, Puerto Rico8 ports

Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Sagrada Familia Oceanografic Pico do Arieiro to Pico Ruivo Random Wind 'Paradise Day Sail' +1 more

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from $3,299

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Norwegian · Norwegian SunOne-way

Bermuda 13 nights Oct 24 – Nov 6, 2026 from New York, New York to Miami, Florida

New York, New York · Royal Naval Dockyard, Bermuda · … · Miami, Florida10 ports

New York, New York · Royal Naval Dockyard, Bermuda · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida

★ Bucket-list Manhattan Helicopter Tour Private Island Wrap-Around Van Tour of Bermuda Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac… +6 more

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from $979

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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

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from $563

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 14 nights Oct 25, 2026 from Miami, Florida

Miami, Florida · Saint John/cruz Bay · … · Miami, Florida11 ports

Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay Beach Private Catamaran Sail & Snorkel Random Wind 'Paradise Day Sail' +5 more

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from $12,280

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MSC Cruises · MSC GrandiosaOne-way

Mediterranean 20 nights Oct 25 – Nov 14, 2026 from Marseille, France to Port Canaveral, Florida

Marseille, France · Genoa, Italy · … · Port Canaveral, Florida10 ports

Marseille, France · Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy · Palma de Mallorca, Spain · Barcelona, Spain · Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida · Port Canaveral, Florida

★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sail straight to Portofino from the cruise dock Private Cinque Terre by Minivan & Ferryboat from L…Vatican, Sistine Chapel & Colosseum in One Day +6 more

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from $1,169

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Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Oct 25 – Nov 1, 2026 from Miami, Florida

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

Miami, Florida · Nassau, Bahamas · Perfect Day at CocoCay · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida

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

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from $769

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Royal Caribbean · Oasis of the SeasRound-trip

Bahamas 9 nights Oct 25 – Nov 3, 2026 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Port Canaveral, Florida · … · Cape Liberty (Bayonne), New Jersey6 ports

Cape Liberty (Bayonne), New Jersey · Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls +1 more

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from $1,256

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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'

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from $1,234

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MSC Cruises · MSC GrandiosaOne-way

Caribbean 18 nights Oct 26 – Nov 13, 2026 from Genoa, Italy to Miami, Florida

Genoa, Italy · La Spezia (Cinque Terre), Italy · … · Miami, Florida8 ports

Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy · Palma de Mallorca, Spain · Barcelona, Spain · Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida

★ Bucket-list Sail straight to Portofino from the cruise dock Private Cinque Terre by Minivan & Ferryboat from L…Vatican, Sistine Chapel & Colosseum in One Day La Seu Cathedral + Rooftop Terraces Climb +4 more

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from $1,027

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Oct 27 – Nov 17, 2026 from Miami, Florida

Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida13 ports

Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef Snorkel Private Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +7 more

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from $1,658

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Windstar · Star PrideRound-trip

Caribbean 11 nights Oct 28 – Nov 8, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Cruz Bay, St. John · … · San Juan, Puerto Rico11 ports

San Juan, Puerto Rico · Cruz Bay, St. John · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Falmouth Harbour, Antigua · Les Saintes, Guadeloupe · Rodney Bay, St. Lucia · St. Georges, Grenada, West Indies · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Trunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts Mt. Liamuiga Volcano Crater Hike +6 more

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from $3,930

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Azamara · Azamara JourneyOne-way

Bermuda 9 nights Oct 29 – Nov 7, 2026 from New York, New York to San Juan, Puerto Rico

New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Manhattan Helicopter Tour Rising Son Catamaran Random Wind 'Paradise Day Sail'Norman Island +1 more

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from $3,719

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Princess · Coral PrincessRound-trip

Bahamas 10 nights Oct 29 – Nov 8, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls +3 more

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from $834

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MSC Cruises · MSC GrandiosaRepositioning

Mediterranean 15 nights Oct 30 – Nov 14, 2026 from Palma de Mallorca, Spain to Port Canaveral, Florida

Palma de Mallorca, Spain · Barcelona, Spain · … · Port Canaveral, Florida6 ports

Palma de Mallorca, Spain · Barcelona, Spain · Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida · Port Canaveral, Florida

★ Bucket-list La Seu Cathedral + Rooftop Terraces Climb Sagrada Familia Pico do Arieiro to Pico Ruivo Walk El Morro & Old San Juan's City Walls +2 more

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from $740

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Regent · Seven Seas SplendorOne-way

Caribbean 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 Notre-Dame Basilica Old Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis Island BridgeClimb Sydney +7 more

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from $16,099

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Oct 31, 2026 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $557

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MSC Cruises · MSC GrandiosaOne-way

Mediterranean 13 nights Oct 31 – Nov 13, 2026 from Barcelona, Spain to Miami, Florida

Barcelona, Spain · Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida

★ Bucket-list Sagrada Familia Pico do Arieiro to Pico Ruivo Walk El Morro & Old San Juan's City Walls Star Island & Millionaire's Row Skyline Cruise on…

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from $711

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MSC Cruises · MSC World AmericaRound-trip

Mexico 14 nights Oct 31 – Nov 14, 2026 from Miami, Florida

Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports

Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Shipwreck Snorkel Safari +3 more

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from $1,210

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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

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from $749

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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

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from $722

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Virgin · Valiant LadyRound-trip

Caribbean 7 nights Oct 31, 2026 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 · 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 Private Full-Day Curaçao Island Tour with Local Ex…Aruba Mount Pelée & Saint-Pierre +1 more

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from $763

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Carnival · Carnival VeneziaRound-trip

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

Port Canaveral, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Kayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…

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from $515

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Explora Journeys · EXPLORA IOne-way

Mediterranean 11 nights Nov 1, 2026 from Barcelona, Spain to Miami, Florida

Barcelona, Spain · Cadiz (Seville), Spain · … · Miami, Florida12 ports

Barcelona, Spain · Cadiz (Seville), Spain · Funchal, Madeira, Portugal · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico · Miami, Florida · Merida, Mexico · Roatan, Honduras · Belize City, Belize · Ocean Cay, Bahamas · Miami, Florida

★ Bucket-list Sagrada Familia Real Alcázar de Sevilla Pico do Arieiro to Pico Ruivo Private Half-Day Island Adventure & Trunk Bay Beach +7 more

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from $11,735

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Explora Journeys · EXPLORA IIIOne-way

Caribbean 14 nights Nov 1, 2026 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · Miami, Florida6 ports

San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Norman Island Mt. Liamuiga Volcano Crater Hike Private Open-Top Mini Moke Island Tour of St. Barts +2 more

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from $5,680

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MSC Cruises · MSC PoesiaRound-trip

Caribbean 21 nights Nov 1 – Nov 22, 2026 from Miami, Florida

Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida15 ports

Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Blue Hole The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +9 more

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from $2,050

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Royal Caribbean · Allure of the SeasRound-trip

Bahamas 7 nights Nov 1 – Nov 8, 2026 from Miami, Florida

Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's Peak Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike

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from $735

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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

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from $726

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Celebrity · Celebrity ConstellationRepositioning

Mediterranean 15 nights Nov 2 – Nov 17, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico

Civitavecchia (Rome), Italy · Valencia, Spain · … · San Juan, Puerto Rico7 ports

Civitavecchia (Rome), Italy · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Tangier, Morocco · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Vatican, Sistine Chapel & Colosseum in One Day Oceanografic The Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more

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from $1,799

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Oceania · Oceania InsigniaOne-way

Mediterranean 47 nights Nov 2 – Dec 19, 2026 from Barcelona, Spain to Miami, Florida

Barcelona, Spain · Palma de Mallorca, Spain · … · Miami, Florida29 ports

Barcelona, Spain · Palma de Mallorca, Spain · Alicante, Spain · Cartagena, Spain · Malaga, Spain · Seville, Spain · Portimao, Portugal · Lisbon, Portugal · Arrecife, Lanzarote, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de La Palma, Spain · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida

★ Bucket-list Sagrada Familia La Seu Cathedral + Rooftop Terraces Climb Castillo de Santa Bárbara The Roman Theatre of Cartagena with the Rafael Mon… +22 more

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from $17,099

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MSC Cruises · MSC GrandiosaRepositioning

Caribbean 10 nights Nov 3 – Nov 13, 2026 from Funchal, Madeira, Portugal to Miami, Florida

Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida

★ Bucket-list Pico do Arieiro to Pico Ruivo Walk El Morro & Old San Juan's City Walls Star Island & Millionaire's Row Skyline Cruise on…

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from $659

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Nov 5 – Nov 26, 2026 from Miami, Florida

Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports

Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Adventure Antigua Gros Piton Summit Hike +8 more

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from $1,618

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Nov 5 – Nov 15, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

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

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Cosol Tours +5 more

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from $5,399

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Azamara · Azamara JourneyOne-way

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

San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Bridgetown, Barbados8 ports

San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados

★ Bucket-list Walk El Morro & Old San Juan's City Walls The Baths National Park Private Half-Day Island Adventure & Trunk Bay Beach Schotia Private Game Reserve +3 more

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from $1,999

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Disney · Disney TreasureRound-trip

Bahamas 7 nights Nov 7 – Nov 14, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Tortola, B.V.I. · San Juan, Puerto Rico · Castaway Cay, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Jost Van Dyke Walk El Morro & Old San Juan's City Walls Abaco Backcountry Fishing Adventure

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from $1,840

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MSC Cruises · MSC World AmericaRound-trip

Bahamas 14 nights Nov 7 – Nov 21, 2026 from Miami, Florida

Miami, Florida · Roatan, Honduras · … · Miami, Florida10 ports

Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan Ruins El Cielo + Palancar + Columbia 3-Stop Snorkel +3 more

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from $1,220

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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

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from $709

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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

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from $684

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Silversea · Silver ShadowRound-trip

Caribbean 11 nights Nov 7 – Nov 18, 2026 from Miami, Florida

Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports

Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Jost Van Dyke, British Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Trunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +3 more

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from $7,150

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Virgin · Valiant LadyRound-trip

Caribbean 7 nights Nov 7, 2026 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 · Bridgetown, Barbados · Castries, St. Lucia · 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 Maho Beach Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $1,603

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Carnival · Carnival CelebrationRound-trip

Caribbean 7 nights Nov 8, 2026 from Miami, Florida

Miami, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Celebration Key, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls Kayak the Lucayan Caves & Gold Rock Beach with the…

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from $560

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 7 nights Nov 8, 2026 from Miami, Florida

Miami, Florida · Providenciales, Turks & Caicos · … · Miami, Florida13 ports

Miami, Florida · Providenciales, Turks & Caicos · Puerto Plata, Dominican Republic · La Romana, Dominican Republic · Jost Van Dyke, British Virgin Islands · Gustavia, St. Barts · San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Frederikstad, St. Croix · Ain Sokhna, Egypt · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & Reef The full 27 jumps at the Damajagua Waterfalls Saona Island Private Speedboat & Natural Pool Day +6 more

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from $8,735

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Royal Caribbean · Allure of the SeasRound-trip

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

Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's Peak Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter

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from $806

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