Build your own back-to-back cruise

Add cruises one after another. Stay on the same ship or switch to another one.

Cruise lines

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Max gap between cruises

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Your trip

Loop closed: this route ends where it started.

1
Dutch Gable Winds – Curaçao & ArubaVirgin Voyages · Valiant Lady31 Oct – 7 Nov 2026 · 7 nights · 🇵🇷San Juanfrom $1,806Details
1-day gap · Same port (San Juan)
2
Caribbean Island Hop – St. Thomas & St. MaartenRoyal Caribbean · Vision Of The Seas8 Nov – 15 Nov 2026 · 7 nights · 🇵🇷San Juanfrom $1,040Details
🇵🇷San JuanJourney ends · 15 Nov 2026

Prices are the cheapest cabin for 1 guest per cruise. Book each leg separately.

near San Juan after 15 Nov 2026

Royal Caribbean · Vision Of The SeasExotic Caribbean Getaway – St. Thomas & St. Maarten15 Nov – 22 Nov 2026 · 7 nights · 🇵🇷San Juan

$1,1501 guest$164/night

Back-to-back: same day, same port, same ship5 ports you already visited

Royal Caribbean · Vision Of The SeasCaribbean Island Hop – Tortola & St. Kitts22 Nov – 29 Nov 2026 · 7 nights · 🇵🇷San Juan

$2,3711 guest$339/night

7-day gap1 new port1 new country4 ports you already visited

Norwegian Cruise Line · Norwegian PrimaCaribbean Island Hop – Tortola, Antigua & St. Lucia15 Nov – 22 Nov 2026 · 7 nights · 🇵🇷San Juan

$1,6091 guest$230/night

Back-to-back: same day, same port2 new ports2 new countries4 ports you already visited

Virgin Voyages · Valiant LadySunstone Trade Winds – Curaçao & Aruba20 Nov – 28 Nov 2026 · 8 nights · 🇵🇷San Juan

$2,0581 guest$257/night

5-day gap5 ports you already visited

Royal Caribbean · Rhapsody Of The SeasCaribbean Island Hop – St. Thomas & St. Maarten21 Nov – 28 Nov 2026 · 7 nights · 🇵🇷San Juan

$1,7111 guest$244/night

6-day gap5 ports you already visited

Norwegian Cruise Line · Norwegian PrimaCaribbean Island Hop – Tortola & St. Lucia22 Nov – 29 Nov 2026 · 7 nights · 🇵🇷San Juan

$1,3691 guest$196/night

7-day gap3 new ports3 new countries3 ports you already visited