Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

729 sailings across 23 cruise lines, each one priced and planned end to end: the ports it calls at, the one unmissable thing to do at each, and the flights and nights either side. A balcony averages about $166 a night on Carnival and about $414 on Disney, per person with taxes in — what a night costs on every line. Leaving within three weeks?

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

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Showing 36 of 729 sailings
12-night Caribbean from MiamiRound-trip
Cunard · Queen Elizabeth
Balcony: low fare 31% under usual↑ 15% balcony, 9d
Caribbean 12 nights Nov 5 – Nov 17, 2026
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 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
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Balcony $1,499 pp
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7-night Bahamas from Port CanaveralRound-trip
Disney · Disney Treasure
Balcony: low fare 26% under usualAll grades open↓ 24% balcony, 39d
Bahamas 7 nights Nov 7 – Nov 14, 2026
Port Canaveral, Florida · Tortola, B.V.I. · San Juan, Puerto Rico · Castaway Cay, Bahamas · Port Canaveral, Florida
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Balcony $2,295 pp
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7-night Caribbean from MiamiRound-trip
Norwegian · Norwegian Aqua
Balcony: low fare 38% under usualAll grades open↓ 15% inside, 39d
Caribbean 7 nights Nov 8 – Nov 15, 2026
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
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8-night Caribbean from MiamiRound-trip
Virgin · Resilient Lady
Balcony: low fare 32% under usual↓ 18% balcony, 39d
Caribbean 8 nights Nov 8, 2026
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Bimini, Bahamas · Miami, Florida
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Balcony $1,112 pp
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12-night Caribbean from New YorkRound-trip
Norwegian · Norwegian Bliss
Balcony: low fare 21% under usual↑ 10% inside, 39d
Caribbean 12 nights Nov 9 – Nov 21, 2026
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
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Balcony $1,569 pp
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25-night Northern Europe from SouthamptonRound-trip
Cunard · Queen Mary 2
Balcony: low fare 32% under usual
Northern Europe 25 nights Nov 10 – Dec 5, 2026
Southampton, England · New York, New York · … · Southampton, England8 ports
Southampton, England · New York, New York · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York · Southampton, England
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Balcony $3,776 pp
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21-night Le Havre (Paris) to Fort-de-FranceOne-way
Costa · Costa Favolosa
Balcony: typical fare in the usual rangeAll grades open
Caribbean 21 nights Nov 12 – Dec 3, 2026
Le Havre (Paris), France · Lisbon, Portugal · … · Fort-de-France, Martinique13 ports
Le Havre (Paris), France · Lisbon, Portugal · Cadiz (Seville), Spain · Las Palmas, Gran Canaria, Canary Islands · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Sea Of Antilles Darkest Spot · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Pointe-a-Pitre, Guadeloupe · Fort-de-France, Martinique
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Balcony $2,702 pp
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7-night Caribbean from Port CanaveralRound-trip
Norwegian · Norwegian Escape
Balcony: low fare 38% under usualAll grades open↓ 9% inside, 39d
Caribbean 7 nights Nov 13 – Nov 20, 2026
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
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7-night Bridgetown to San JuanOne-way
Azamara · Azamara Journey
Balcony: low fare 23% under usual↓ 40% balcony, 39d
Caribbean 7 nights Nov 14 – Nov 21, 2026
Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico8 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 · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
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Balcony $1,899 pp
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6-night Caribbean from San JuanRound-trip
Virgin · Valiant Lady
Balcony: low fare 19% under usualAll grades open↓ 27% inside, 39d
Caribbean 6 nights Nov 14, 2026
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
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Balcony $1,014 pp
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7-night Bahamas from MiamiRound-trip
Norwegian · Norwegian Aqua
Balcony: low fare 48% under usualAll grades open↓ 17% balcony, 39d
Bahamas 7 nights Nov 15 – Nov 22, 2026
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
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7-night Caribbean from San JuanRound-trip
Norwegian · Norwegian Prima
Balcony: typical fare in the usual rangeAll grades open↑ 18% balcony, 38d
Caribbean 7 nights Nov 15 – Nov 22, 2026
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
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Balcony $1,609 pp
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10-night Bahamas from MiamiRound-trip
Virgin · Brilliant Lady
Balcony: above average 22% over usual↑ 60% balcony, 39d
Bahamas 10 nights Nov 15, 2026
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
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Balcony $2,550 pp
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7-night Caribbean from La RomanaRound-trip
MSC Cruises · MSC Opera
Balcony: above average 16% over usualAll grades open↑ 16% balcony, 38d
Caribbean 7 nights Nov 16 – Nov 23, 2026
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
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Balcony $1,669 pp
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11-night Caribbean from San JuanRound-trip
Celebrity · Celebrity Constellation
Balcony: typical fare in the usual range↓ 9% balcony, 17d
Caribbean 11 nights Nov 17 – Nov 28, 2026
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Roseau, Dominica · San Juan, Puerto Rico
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Balcony $2,136 pp
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21-night Mexico from MiamiRound-trip
Cunard · Queen Elizabeth
Balcony: low fare 38% under usualAll grades open↓ 28% balcony, 39d
Mexico 21 nights Nov 17 – Dec 8, 2026
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida14 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · 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
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Balcony $1,918 pp
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18-night New York to SouthamptonOne-way
Cunard · Queen Mary 2
Balcony: typical fare in the usual range
Northern Europe 18 nights Nov 17 – Dec 5, 2026
New York, New York · St. Thomas, U.S. Virgin Islands · … · Southampton, England7 ports
New York, New York · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York · Southampton, England
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Balcony $3,756 pp
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14-night Caribbean from BridgetownRound-trip
MSC Cruises · MSC Opera
Balcony: above average 7% over usual↑ 16% balcony, 34d
Caribbean 14 nights Nov 19 – Dec 3, 2026
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · 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 · Catalina Island, Dominican Republic · Bridgetown, Barbados
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Balcony $3,248 pp
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14-night Caribbean from Fort-de-FranceRound-trip
MSC Cruises · MSC Opera
Caribbean 14 nights Nov 20 – Dec 4, 2026
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · 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 · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
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7-night Bahamas from Port CanaveralRound-trip
Norwegian · Norwegian Escape
Balcony: low fare 34% under usualAll grades open↓ 7% inside, 39d
Bahamas 7 nights Nov 20 – Nov 27, 2026
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
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7-night Caribbean from Port CanaveralRound-trip
Disney · Disney Treasure
Balcony: above average 39% over usualAll grades open↑ 10% inside, 39d
Caribbean 7 nights Nov 21 – Nov 28, 2026
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Castaway Cay, Bahamas · Port Canaveral, Florida
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Balcony $4,332 pp
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7-night Caribbean from MiamiRound-trip
Explora Journeys · EXPLORA III
Suite: low fare 25% under usual↓ 11% suite, 38d
Caribbean 7 nights Nov 22, 2026
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 · Grand Turk, Turks and Caicos · Miami, Florida
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7-night Bahamas from MiamiRound-trip
Norwegian · Norwegian Aqua
Balcony: low fare 10% under usualAll grades open↑ 17% balcony, 39d
Bahamas 7 nights Nov 22 – Nov 29, 2026
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
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Balcony $1,319 pp
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7-night Caribbean from San JuanRound-trip
Norwegian · Norwegian Prima
Balcony: low fare 25% under usualAll grades open↑ 56% suite, 39d
Caribbean 7 nights Nov 22 – Nov 29, 2026
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
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Balcony $1,229 pp
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7-night Caribbean from San JuanRound-trip
Royal Caribbean · Vision of the Seas
Balcony: low fare 29% under usual↓ 23% balcony, 34d
Caribbean 7 nights Nov 22 – Nov 29, 2026
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
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Balcony $1,067 pp
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25-night Bahamas from MiamiRound-trip
Oceania · Oceania Insignia
↓ 43% outside, 39d
Bahamas 25 nights Nov 24 – Dec 19, 2026
Miami, Florida · Tortola, B.V.I. · … · Miami, Florida18 ports
Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida
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8-night Caribbean from Fort-de-FranceRound-trip
Costa · Costa Favolosa
Balcony: typical fare in the usual rangeAll grades open↑ 33% suite, 38d
Caribbean 8 nights Nov 25 – Dec 3, 2026
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique9 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Pointe-a-Pitre, Guadeloupe · Fort-de-France, Martinique
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Balcony $1,727 pp
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12-night Caribbean from MiamiRound-trip
Oceania · Oceania Vista
Balcony: low fare 30% under usual↓ 54% suite, 38d
Caribbean 12 nights Nov 25 – Dec 7, 2026
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida
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Balcony $4,025 pp
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4-night Pointe-a-Pitre to Santo DomingoOne-way
Costa · Costa Favolosa
Balcony: above average 35% over usual
Caribbean 4 nights Nov 26 – Nov 30, 2026
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Santo Domingo, Dominican Republic6 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Antigua, Antigua & Barbuda · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
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21-night Caribbean from MiamiRound-trip
Cunard · Queen Elizabeth
Balcony: low fare 29% under usualAll grades open
Caribbean 21 nights Nov 26 – Dec 17, 2026
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
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Balcony $2,417 pp
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7-night Bahamas from Port CanaveralRound-trip
Norwegian · Norwegian Escape
Balcony: low fare 49% under usualAll grades open↓ 10% balcony, 38d
Bahamas 7 nights Nov 27 – Dec 4, 2026
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
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7-night Caribbean from San JuanRound-trip
Celebrity · Celebrity Constellation
Balcony: low fare 14% under usualAll grades open↑ 14% inside, 38d
Caribbean 7 nights Nov 28 – Dec 5, 2026
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 · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
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Balcony $1,131 pp
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12-night Caribbean from TampaRound-trip
Norwegian · Norwegian Gem
Balcony: typical fare in the usual range↑ 112% inside, 39d
Caribbean 12 nights Nov 28 – Dec 10, 2026
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
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Balcony $2,024 pp
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10-night Caribbean from PhiladelphiaRound-trip
Norwegian · Norwegian Pearl
Balcony: typical fare in the usual rangeAll grades open↑ 66% suite, 39d
Caribbean 10 nights Nov 28 – Dec 8, 2026
Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
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Balcony $1,689 pp
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Royal Caribbean · Rhapsody of the Seas
Balcony: low fare 30% under usualAll grades open↑ 22% balcony, 39d
Caribbean 7 nights Nov 28 – Dec 5, 2026
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
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Balcony $1,039 pp
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7-night Caribbean from San JuanRound-trip
Virgin · Valiant Lady
Balcony: low fare 26% under usualAll grades open
Caribbean 7 nights Nov 28, 2026
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 · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
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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.