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.
Showing 36 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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
15-night Lisbon to MiamiRepositioning
Oceania · Oceania Insignia
Balcony: low fare 45% under usual↑ 12% outside, 37d
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
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
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
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
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
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
7-night Bridgetown to San JuanOne-way
Azamara · Azamara Journey
Balcony: low fare 35% under usual↓ 47% balcony, 38d
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
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
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
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
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
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
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
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.