Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

286 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 286 sailings
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
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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
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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
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11-night Bahamas from Fort Lauderdale (Port Everglades)Round-trip
Holland America · Rotterdam
Balcony: typical fare in the usual range↓ 8% outside, 39d
Bahamas 11 nights Nov 10 – Nov 21, 2026
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
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Balcony $2,049 pp
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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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7-night Caribbean from San JuanRound-trip
Royal Caribbean · Rhapsody of the Seas
Balcony: low fare 14% 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
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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
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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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9-night Caribbean from Port CanaveralRound-trip
Royal Caribbean · Explorer of the Seas
Balcony: low fare 31% under usualAll grades open↓ 35% balcony, 39d
Caribbean 9 nights Nov 18 – Nov 27, 2026
Port Canaveral, Florida · St. John's, Antigua · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. John's, Antigua · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port Canaveral, Florida
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Balcony $1,127 pp
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15-night Miami to PhilipsburgOne-way
Seabourn · Seabourn Ovation
Suite: low fare 47% under usual↓ 10% suite, 38d
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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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
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21-night Bahamas from Fort Lauderdale (Port Everglades)Round-trip
Holland America · Rotterdam
↑ 8% balcony, 18d
Bahamas 21 nights Nov 21 – Dec 12, 2026
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
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7-night Caribbean from San JuanRound-trip
Royal Caribbean · Rhapsody of the Seas
Balcony: low fare 12% under usualAll grades open↑ 10% balcony, 39d
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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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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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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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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7-night Bridgetown to San JuanOne-way
Azamara · Azamara Journey
Balcony: low fare 23% under usual↑ 14% balcony, 23d
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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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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7-night Caribbean from San JuanRound-trip
Royal Caribbean · Vision of the Seas
Balcony: low fare 33% under usualAll grades open↑ 29% balcony, 25d
Caribbean 7 nights Nov 29 – Dec 6, 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 $1,013 pp
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21-night Bahamas from Fort Lauderdale (Port Everglades)Round-trip
Holland America · Rotterdam
Balcony: low fare 38% under usualAll grades open↓ 7% inside, 39d
Bahamas 21 nights Dec 1 – Dec 22, 2026
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · 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 · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
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Balcony $2,259 pp
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13-night Caribbean from BridgetownRound-trip
MSC Cruises · MSC World Europa
Balcony: low fare 12% under usual
Caribbean 13 nights Dec 2 – Dec 15, 2026
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados12 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
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Balcony $2,264 pp
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9-night Caribbean from Fort Lauderdale (Port Everglades)Round-trip
Celebrity · Celebrity Eclipse
Balcony: above average 70% over usual↑ 74% balcony, 39d
Caribbean 9 nights Dec 3 – Dec 12, 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 · Castries, St. Lucia · Roseau, Dominica · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
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Balcony $2,573 pp
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13-night Caribbean from San JuanRound-trip
Azamara · Azamara Journey
Balcony: typical fare in the usual range↑ 11% balcony, 8d
Caribbean 13 nights Dec 5 – Dec 18, 2026
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · San Juan, Puerto Rico14 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 · San Juan, Puerto Rico
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Balcony $5,729 pp
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7-night Caribbean from Fort-de-FranceRound-trip
MSC Cruises · MSC World Europa
Balcony: typical fare in the usual rangeAll grades open↑ 46% suite, 39d
Caribbean 7 nights Dec 5 – Dec 12, 2026
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
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Balcony $1,309 pp
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7-night Caribbean from San JuanRound-trip
Royal Caribbean · Rhapsody of the Seas
Balcony: low fare 16% under usualAll grades open↑ 15% balcony, 36d
Caribbean 7 nights Dec 5 – Dec 12, 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 $1,248 pp
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14-night Philipsburg to BridgetownOne-way
Seabourn · Seabourn Ovation
Suite: low fare 50% under usual↓ 21% suite, 39d
Caribbean 14 nights Dec 5 – Dec 19, 2026
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados13 ports
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados
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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 Dec 5 – Dec 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 $5,699 pp
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7-night Caribbean from Pointe-a-PitreRound-trip
MSC Cruises · MSC World Europa
Balcony: typical fare in the usual rangeAll grades open↓ 11% inside, 39d
Caribbean 7 nights Dec 6 – Dec 13, 2026
Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
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Balcony $1,536 pp
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14-night Caribbean from MiamiRound-trip
Seabourn · Seabourn Quest
Suite: low fare 37% under usual↓ 20% suite, 39d
Caribbean 14 nights Dec 6 – Dec 20, 2026
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida11 ports
Miami, Florida · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Terre-de-haut, Guadeloupe · Little Bay, Montserrat, Leeward Islands · Road Bay, Anguilla · Great Harbor, Peter Island, BVI · Miami, Florida
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16-night Caribbean from BridgetownRound-trip
Azamara · Azamara Journey
↓ 7% balcony, 30d
Caribbean 16 nights Dec 12 – Dec 28, 2026
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados16 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Gustavia, St. Barts · Saint- Pierre · Port Elizabeth, Saint Vincent · Scarborough, Tobago · Mayreau, Grenadines · Bridgetown, Barbados
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7-night Caribbean from San JuanRound-trip
Celebrity · Celebrity Constellation
Balcony: above average 43% over usual↑ 35% balcony, 36d
Caribbean 7 nights Dec 12 – Dec 19, 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 · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
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Balcony $1,873 pp
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21-night Bahamas from Fort Lauderdale (Port Everglades)Round-trip
Holland America · Rotterdam
Balcony: low fare 23% under usualAll grades open↓ 15% balcony, 38d
Bahamas 21 nights Dec 12 – Jan 2, 2027
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
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Balcony $2,819 pp
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7-night Caribbean from BridgetownRound-trip
Seabourn · Seabourn Ovation
Suite: low fare 41% under usual↓ 10% suite, 39d
Caribbean 7 nights Dec 12 – Dec 19, 2026
Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Bridgetown, Barbados7 ports
Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados
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7-night Caribbean from San JuanRound-trip
Royal Caribbean · Vision of the Seas
Balcony: typical fare in the usual range↑ 39% balcony, 15d
Caribbean 7 nights Dec 13 – Dec 20, 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 $1,322 pp
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14-night Caribbean from BridgetownRound-trip
MSC Cruises · MSC World Europa
Balcony: low fare 12% under usualAll grades open
Caribbean 14 nights Dec 15 – Dec 29, 2026
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados12 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Bridgetown, Barbados
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Balcony $2,448 pp
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7-night Caribbean from San JuanRound-trip
Celebrity · Celebrity Constellation
Balcony: above average 62% over usual↑ 23% balcony, 32d
Caribbean 7 nights Dec 19 – Dec 26, 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 $2,129 pp
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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.