Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

1,141 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 72 of 1,141 sailings
7-night Caribbean from Port CanaveralRound-trip
Carnival · Carnival Venezia
Caribbean 7 nights Nov 1, 2026
Port Canaveral, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
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11-night Barcelona to MiamiOne-way
Explora Journeys · EXPLORA I
Suite: typical fare in the usual range↑ 15% suite, 29d
Caribbean 11 nights Nov 1, 2026
Barcelona, Spain · Cadiz (Seville), Spain · … · Miami, Florida7 ports
Barcelona, Spain · Cadiz (Seville), Spain · Funchal, Madeira, Portugal · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico · Miami, Florida
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14-night San Juan to MiamiOne-way
Explora Journeys · EXPLORA III
Suite: low fare 41% under usual↑ 24% suite, 37d
Caribbean 14 nights Nov 1, 2026
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
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7-night Bahamas from MiamiRound-trip
Royal Caribbean · Allure of the Seas
Balcony: above average 52% over usual↑ 110% balcony, 39d
Bahamas 7 nights Nov 1 – Nov 8, 2026
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
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Balcony $1,717 pp
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Royal Caribbean · Vision of the Seas
Balcony: above average 19% over usual↑ 8% balcony, 35d
Caribbean 7 nights Nov 1 – Nov 8, 2026
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
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Balcony $1,791 pp
Book This Cruise@ Cruisebound
15-night Civitavecchia (Rome) to San JuanRepositioning
Celebrity · Celebrity Constellation
Balcony: low fare 27% under usual↓ 11% balcony, 39d
Mediterranean 15 nights Nov 2 – Nov 17, 2026
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
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Balcony $1,624 pp
Book This Cruise@ Cruisebound
22-night Barcelona to MiamiOne-way
Oceania · Oceania Insignia
Caribbean 22 nights Nov 2 – Nov 24, 2026
Barcelona, Spain · Palma de Mallorca, Spain · … · Miami, Florida14 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
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10-night Funchal to MiamiRepositioning
MSC Cruises · MSC Grandiosa
Balcony: low fare 31% under usualAll grades open↓ 11% inside, 39d
Caribbean 10 nights Nov 3 – Nov 13, 2026
Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida
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12-night Caribbean from MiamiRound-trip
Cunard · Queen Elizabeth
Balcony: low fare 33% 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
Book This Cruise@ Cruisebound
10-night Caribbean from San JuanRound-trip
Viking Ocean · Viking Sea
Balcony: typical fare in the usual range
Caribbean 10 nights Nov 5 – Nov 15, 2026
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
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Balcony $5,099 pp
Book This Cruise@ Cruisebound
7-night San Juan to BridgetownOne-way
Azamara · Azamara Journey
Balcony: low fare 29% under usual↓ 44% balcony, 38d
Caribbean 7 nights Nov 7 – Nov 14, 2026
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
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Balcony $1,839 pp
Book This Cruise@ Cruisebound
7-night Bahamas from Port CanaveralRound-trip
Disney · Disney Treasure
Balcony: typical fare in the usual rangeAll grades open↑ 9% inside, 38d
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 $3,016 pp
Book This Cruise@ Cruisebound
8-night Caribbean from Fort Lauderdale (Port Everglades)Round-trip
Royal Caribbean · Adventure of the Seas
Balcony: low fare 38% under usual↓ 35% balcony, 38d
Caribbean 8 nights Nov 7 – Nov 15, 2026
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
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Balcony $1,281 pp
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Royal Caribbean · Rhapsody of the Seas
Balcony: low fare 20% under usual↓ 37% inside, 36d
Caribbean 7 nights Nov 7 – Nov 14, 2026
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
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Balcony $1,199 pp
Book This Cruise@ Cruisebound
11-night Caribbean from MiamiRound-trip
Silversea · Silver Shadow
Suite: above average 37% over usual↑ 24% suite, 38d
Caribbean 11 nights Nov 7 – Nov 18, 2026
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
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7-night Caribbean from San JuanRound-trip
Virgin · Valiant Lady
Balcony: typical fare in the usual range↓ 17% balcony, 38d
Caribbean 7 nights Nov 7, 2026
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
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Balcony $1,323 pp
Book This Cruise@ Cruisebound
7-night Caribbean from MiamiRound-trip
Carnival · Carnival Celebration
Balcony: typical fare in the usual rangeAll grades open↑ 12% balcony, 36d
Caribbean 7 nights Nov 8, 2026
Miami, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Celebration Key, Bahamas · Miami, Florida
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Balcony $1,000 pp
Book This Cruise@ Cruisebound
7-night Miami to San JuanOne-way
Explora Journeys · EXPLORA III
Suite: above average 49% over usual↓ 42% suite, 38d
Caribbean 7 nights Nov 8, 2026
Miami, Florida · Providenciales, Turks & Caicos · … · San Juan, Puerto Rico7 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
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7-night Caribbean from MiamiRound-trip
Royal Caribbean · Allure of the Seas
Balcony: typical fare in the usual rangeAll grades open↑ 25% balcony, 37d
Caribbean 7 nights Nov 8 – Nov 15, 2026
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
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Balcony $1,095 pp
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Royal Caribbean · Vision of the Seas
Balcony: typical fare in the usual range↑ 20% balcony, 32d
Caribbean 7 nights Nov 8 – Nov 15, 2026
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
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Balcony $1,569 pp
Book This Cruise@ Cruisebound
8-night Caribbean from MiamiRound-trip
Virgin · Resilient Lady
Balcony: low fare 32% under usual↓ 18% balcony, 38d
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
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Windstar · Star Pride
Balcony: low fare 7% under usual↓ 40% balcony, 30d
Caribbean 7 nights Nov 8 – Nov 15, 2026
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · Bequia, Grenadines · Mayreau, Grenadines · Les Saintes, Guadeloupe · Marmaris, Turkey · San Juan, Puerto Rico
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Balcony $3,496 pp
Book This Cruise@ Cruisebound
12-night Caribbean from New YorkRound-trip
Norwegian · Norwegian Bliss
Balcony: low fare 21% under usual↑ 10% inside, 38d
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
Book This Cruise@ Cruisebound
15-night Lisbon to MiamiRepositioning
Oceania · Oceania Insignia
Balcony: low fare 45% under usual↑ 12% outside, 38d
Mediterranean 15 nights Nov 9 – Nov 24, 2026
Lisbon, Portugal · Arrecife, Lanzarote, Canary Islands · … · Miami, Florida7 ports
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
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Balcony $3,920 pp
Book This Cruise@ Cruisebound
22-night Caribbean from MiamiRound-trip
Regent · Seven Seas Mariner
Caribbean 22 nights Nov 9 – Dec 1, 2026
Miami, Florida · Willis Island · … · Miami, Florida16 ports
Miami, Florida · Willis Island · Bridgetown, Barbados · Port of Spain, Trinidad · Willis Island · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Willis Island · St. Georges, Grenada, West Indies · Willis Island · San Juan, Puerto Rico · Willis Island · Miami, Florida
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5-night St. John's to MiamiOne-way
Explora Journeys · EXPLORA I
Suite: typical fare in the usual range↓ 9% suite, 38d
Caribbean 5 nights Nov 12, 2026
St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico · Miami, Florida
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10-night Caribbean from MiamiRound-trip
MSC Cruises · MSC Poesia
Balcony: low fare 28% under usualAll grades open↓ 41% balcony, 39d
Caribbean 10 nights Nov 12 – Nov 22, 2026
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports
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
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3-night Port Canaveral to San JuanOne-way
Norwegian · Norwegian Prima
↑ 7% balcony, 38d
Caribbean 3 nights Nov 12 – Nov 15, 2026
Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico
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7-night Caribbean from Fort Lauderdale (Port Everglades)Round-trip
Disney · Disney Dream
Balcony: typical fare in the usual rangeAll grades open↑ 51% balcony, 38d
Caribbean 7 nights Nov 13 – Nov 20, 2026
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
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Balcony $3,231 pp
Book This Cruise@ Cruisebound
7-night Bridgetown to San JuanOne-way
Azamara · Azamara Journey
Balcony: low fare 26% 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
Book This Cruise@ Cruisebound
8-night Caribbean from Port CanaveralRound-trip
Carnival · Carnival Vista
Balcony: low fare 27% under usual↓ 16% inside, 38d
Caribbean 8 nights Nov 14, 2026
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
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Balcony $1,018 pp
Book This Cruise@ Cruisebound
7-night Bahamas from MiamiRound-trip
MSC Cruises · MSC World America
Balcony: low fare 22% under usualAll grades open↑ 25% suite, 37d
Bahamas 7 nights Nov 14 – Nov 21, 2026
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
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7-night Caribbean from San JuanRound-trip
Royal Caribbean · Rhapsody of the Seas
Balcony: low fare 15% under usual↑ 20% inside, 38d
Caribbean 7 nights Nov 14 – Nov 21, 2026
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
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Balcony $1,281 pp
Book This Cruise@ Cruisebound
6-night Caribbean from San JuanRound-trip
Virgin · Valiant Lady
Balcony: low fare 19% under usualAll grades open↓ 27% inside, 38d
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
Book This Cruise@ Cruisebound
7-night Caribbean from Port CanaveralRound-trip
Carnival · Carnival Venezia
Balcony: typical fare in the usual range
Caribbean 7 nights Nov 15, 2026
Port Canaveral, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
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7-night Caribbean from San JuanRound-trip
Explora Journeys · EXPLORA III
Suite: typical fare in the usual range
Caribbean 7 nights Nov 15, 2026
San Juan, Puerto Rico · Road Bay, Anguilla · … · San Juan, Puerto Rico12 ports
San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Frederikstad, St. Croix · Ain Sokhna, Egypt · Puerto Plata, Dominican Republic · Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico
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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
Book This Cruise@ Cruisebound
7-night Bahamas from MiamiRound-trip
Royal Caribbean · Independence of the Seas
Balcony: above average 21% over usualAll grades open↑ 14% balcony, 37d
Bahamas 7 nights Nov 15 – Nov 22, 2026
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
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Balcony $1,561 pp
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Royal Caribbean · Vision of the Seas
Balcony: low fare 34% under usualAll grades open↓ 19% balcony, 28d
Caribbean 7 nights Nov 15 – Nov 22, 2026
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
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10-night Caribbean from San JuanRound-trip
Viking Ocean · Viking Sea
Balcony: typical fare in the usual range
Caribbean 10 nights Nov 15 – Nov 25, 2026
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
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Balcony $4,999 pp
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Windstar · Star Pride
↓ 29% suite, 12d
Caribbean 7 nights Nov 15 – Nov 22, 2026
San Juan, Puerto Rico · Cruz Bay, St. John · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Cruz Bay, St. John · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Philipsburg, St. Maarten · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico
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7-night Caribbean from Port CanaveralRound-trip
Norwegian · Norwegian Getaway
Balcony: low fare 65% under usualAll grades open↓ 29% balcony, 39d
Caribbean 7 nights Nov 16 – Nov 23, 2026
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Port Canaveral, Florida
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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
Book This Cruise@ Cruisebound
21-night Mexico from MiamiRound-trip
Cunard · Queen Elizabeth
Balcony: low fare 38% under usualAll grades open↓ 28% balcony, 38d
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
Book This Cruise@ Cruisebound
15-night Barcelona to MiamiRepositioning
Oceania · Oceania Allura
Balcony: low fare 23% under usual↑ 44% balcony, 38d
Mediterranean 15 nights Nov 17 – Dec 2, 2026
Barcelona, Spain · Malaga, Spain · … · Miami, Florida6 ports
Barcelona, Spain · Malaga, Spain · Agadir, Morocco · Arrecife, Lanzarote, Canary Islands · San Juan, Puerto Rico · Miami, Florida
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Balcony $5,499 pp
Book This Cruise@ Cruisebound
12-night Caribbean from MiamiRound-trip
Silversea · Silver Shadow
Suite: above average 16% over usual↑ 21% suite, 38d
Caribbean 12 nights Nov 18 – Nov 30, 2026
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida9 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Codrington, Barbuda · Little Bay, Montserrat, Leeward Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · Miami, Florida
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9-night Caribbean from Port CanaveralRound-trip
Princess · Sky Princess
Suite: above average 32% over usual↑ 37% balcony, 18d
Caribbean 9 nights Nov 20 – Nov 29, 2026
Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida7 ports
Port Canaveral, Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Celebration Key, Bahamas · Port Canaveral, Florida
View →
15-night Miami to PhilipsburgOne-way
Seabourn · Seabourn Ovation
Suite: low fare 47% under usual↓ 10% suite, 37d
Caribbean 15 nights Nov 20 – Dec 5, 2026
Miami, Florida · San Juan, Puerto Rico · … · Philipsburg, St. Maarten13 ports
Miami, Florida · San Juan, Puerto Rico · Great Harbor, Peter Island, BVI · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Saint Vincent · Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten
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8-night Caribbean from San JuanRound-trip
Virgin · Valiant Lady
Balcony: low fare 29% under usualAll grades open↑ 12% inside, 39d
Caribbean 8 nights Nov 20, 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 · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
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Balcony $1,192 pp
Book This Cruise@ Cruisebound
14-night Caribbean from San JuanRound-trip
Azamara · Azamara Journey
Balcony: low fare 26% under usual
Caribbean 14 nights Nov 21 – Dec 5, 2026
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · San Juan, Puerto Rico15 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 · 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 · Gustavia, St. Barts · San Juan, Puerto Rico
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Balcony $4,889 pp
Book This Cruise@ Cruisebound
7-night Caribbean from Port CanaveralRound-trip
Royal Caribbean · Harmony of the Seas
Balcony: typical fare in the usual rangeAll grades open↓ 9% inside, 38d
Caribbean 7 nights Nov 21 – Nov 28, 2026
Port Canaveral, Florida · Nassau, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Nassau, Bahamas · Perfect Day at CocoCay · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Port Canaveral, Florida
View →
Balcony $1,322 pp
Book This Cruise@ Cruisebound
7-night Caribbean from San JuanRound-trip
Royal Caribbean · Rhapsody of the Seas
Balcony: low fare 12% under usualAll grades open↑ 10% balcony, 38d
Caribbean 7 nights Nov 21 – Nov 28, 2026
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
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Balcony $1,318 pp
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7-night Caribbean from MiamiRound-trip
Explora Journeys · EXPLORA III
Suite: low fare 21% under usual↓ 11% suite, 37d
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 Caribbean from San JuanRound-trip
Norwegian · Norwegian Prima
Balcony: low fare 26% under usualAll grades open↑ 86% suite, 38d
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 $1,219 pp
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14-night Caribbean from Fort Lauderdale (Port Everglades)Round-trip
Princess · Regal Princess
Balcony: low fare 47% under usual↓ 8% balcony, 38d
Caribbean 14 nights Nov 22 – Dec 6, 2026
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · … · Fort Lauderdale (Port Everglades), Florida10 ports
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Nassau, Bahamas · 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
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Balcony $1,160 pp
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7-night Caribbean from Fort Lauderdale (Port Everglades)Round-trip
Princess · Sun Princess
Balcony: above average 39% over usual↑ 15% balcony, 34d
Caribbean 7 nights Nov 22 – Nov 29, 2026
Fort Lauderdale (Port Everglades), Florida · Relaxaway, Half Moon Cay · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Fort Lauderdale (Port Everglades), Florida
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Balcony $1,059 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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14-night Caribbean from MiamiRound-trip
Seabourn · Seabourn Quest
Suite: low fare 37% under usual
Caribbean 14 nights Nov 22 – Dec 6, 2026
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida11 ports
Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Terre-de-haut, Guadeloupe · Little Bay, Montserrat, Leeward Islands · Virgin Gorda, British Virgin Islands · Great Harbor, Peter Island, BVI · Miami, Florida
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14-night Caribbean from San JuanRound-trip
Windstar · Star Pride
Balcony: typical fare in the usual range
Caribbean 14 nights Nov 22 – Dec 6, 2026
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · … · San Juan, Puerto Rico14 ports
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · Bequia, Grenadines · Mayreau, Grenadines · Les Saintes, Guadeloupe · Marmaris, Turkey · San Juan, Puerto Rico · Cruz Bay, St. John · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico
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Balcony $7,164 pp
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25-night Bahamas from MiamiRound-trip
Oceania · Oceania Insignia
↓ 43% outside, 38d
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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15-night Barcelona to MiamiRepositioning
Oceania · Oceania Marina
Balcony: low fare 53% under usual
Mediterranean 15 nights Nov 25 – Dec 10, 2026
Barcelona, Spain · Valencia, Spain · … · Miami, Florida8 ports
Barcelona, Spain · Valencia, Spain · Alicante, Spain · Malaga, Spain · Funchal, Madeira, Portugal · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
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Balcony $3,380 pp
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10-night Caribbean from San JuanRound-trip
Viking Ocean · Viking Sea
Balcony: typical fare in the usual range
Caribbean 10 nights Nov 25 – Dec 5, 2026
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
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Balcony $4,999 pp
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21-night Piraeus (Athens) to MiamiOne-way
Azamara · Azamara Quest
Balcony: low fare 36% under usual
Caribbean 21 nights Nov 26 – Dec 17, 2026
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · … · Miami, Florida11 ports
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · Syracuse, Sicily · Valletta, Malta · Trapani, Italy · La Goulette, Tunisia · Cartagena, Spain · Malaga, Spain · Tangier, Morocco · San Juan, Puerto Rico · Miami, Florida
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Balcony $6,269 pp
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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 Bridgetown to San JuanOne-way
Azamara · Azamara Journey
Balcony: low fare 26% under usual↑ 14% balcony, 22d
Caribbean 7 nights Nov 28 – Dec 5, 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 · Gustavia, St. Barts · San Juan, Puerto Rico
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Balcony $1,899 pp
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8-night Bahamas from MiamiRound-trip
Carnival · Carnival Magic
Balcony: low fare 9% under usualAll grades open↑ 8% outside, 33d
Bahamas 8 nights Nov 28, 2026
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
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7-night Caribbean from San JuanRound-trip
Celebrity · Celebrity Constellation
Balcony: low fare 19% 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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14-night Bahamas from Fort Lauderdale (Port Everglades)Round-trip
Holland America · Eurodam
Balcony: low fare 50% under usual
Bahamas 14 nights Nov 28 – Dec 12, 2026
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida11 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
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Balcony $1,304 pp
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7-night Caribbean from MiamiRound-trip
MSC Cruises · MSC World America
Balcony: low fare 27% under usual↓ 35% suite, 35d
Caribbean 7 nights Nov 28 – Dec 5, 2026
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
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12-night Caribbean from TampaRound-trip
Norwegian · Norwegian Gem
Balcony: typical fare in the usual range↑ 112% inside, 38d
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↓ 7% balcony, 37d
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 $1,619 pp
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8-night Caribbean from Fort Lauderdale (Port Everglades)Round-trip
Princess · Regal Princess
Balcony: typical fare in the usual range↑ 13% balcony, 34d
Caribbean 8 nights Nov 28 – Dec 6, 2026
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
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