Build your own back-to-back cruise

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

Cruise lines

Guests

Max gap between cruises

Cabin type

Currency

Your trip

1
Tropical Escape – Half Moon Cay & Grand TurkCarnival Cruise Line · Carnival Magic12 Dec – 18 Dec 2026 · 6 nights · 🇺🇸Miamifrom $946Details
1-day gap · ≈36 km transfer: Miami Fort Lauderdale
2
Cobalt Horizon – Aruba, Curacao & AntiguaPrincess Cruises · Crown Princess19 Dec – 27 Dec 2026 · 8 nights · 🇺🇸Fort Lauderdale → 🇵🇷San Juanfrom $1,298Details
🇵🇷San JuanJourney ends · 27 Dec 2026

Total trip: 15 days · 14 cruise nights · 1 on land
Ports: 10 ports, 8 countries
Indicative total: $2,244$160/night

Prices are the cheapest cabin for 2 guests per cruise. Book each leg separately.

Connecting departures

near San Juan after 27 Dec 2026

Stay on Crown Princess5

Princess Cruises · Crown PrincessCinder Peak – Castries & Bridgetown from San Juan27 Dec – 3 Jan 2027 · 7 nights · 🇵🇷San Juan

$2,9982 guests$428/night

Back-to-back: same day, same port, same ship3 new ports2 new countries2 ports you already visited

Details

Princess Cruises · Crown PrincessIndigo Meridian – Grenada & St. Lucia from San Juan27 Dec – 10 Jan 2027 · 14 nights · 🇵🇷San Juan

$4,9922 guests$357/night

Back-to-back: same day, same port, same ship6 new ports5 new countries2 ports you already visited

Details

Princess Cruises · Crown PrincessVolcanic Slopes – St. Thomas, Dominica & Grenada3 Jan – 8 Jan 2027 · 5 nights · 🇵🇷San Juan → 🇧🇧Bridgetown

$1,4602 guests$292/night

7-day gap4 new ports4 new countries1 port you already visited

Details

Princess Cruises · Crown PrincessCaribbean Island Hop – St. Thomas & Grenada3 Jan – 10 Jan 2027 · 7 nights · 🇵🇷San Juan

$2,0582 guests$294/night

7-day gap4 new ports4 new countries1 port you already visited

Details

Princess Cruises · Crown PrincessCobalt Tradewinds – Roseau & Castries from San Juan3 Jan – 17 Jan 2027 · 14 nights · 🇵🇷San Juan

$3,3522 guests$239/night

7-day gap6 new ports5 new countries2 ports you already visited

Details

Switch ships7

Royal Caribbean · Vision Of The SeasCaribbean Island Hop – St. Thomas & St. Maarten27 Dec – 3 Jan 2027 · 7 nights · 🇵🇷San Juan

$2,6332 guests$376/night

Back-to-back: same day, same port3 new ports1 new country2 ports you already visited

Details

Norwegian Cruise Line · Norwegian PrimaCaribbean Island Hop – Tortola & St. Lucia27 Dec – 3 Jan 2027 · 7 nights · 🇵🇷San Juan

$3,2982 guests$471/night

Back-to-back: same day, same port5 new ports4 new countries1 port you already visited

Details

Royal Caribbean · Rhapsody Of The SeasCaribbean Island Hop – St. Thomas & St. Maarten2 Jan – 9 Jan 2027 · 7 nights · 🇵🇷San Juan

$1,3732 guests$196/night

6-day gap3 new ports1 new country2 ports you already visited

Details

Celebrity Cruises · Celebrity ConstellationSun-Kissed Island Getaway – St. Thomas & St. Lucia2 Jan – 9 Jan 2027 · 7 nights · 🇵🇷San Juan

$1,4552 guests$208/night

6-day gap4 new ports4 new countries1 port you already visited

Details

Virgin Voyages · Valiant LadySunstone Wake – Tortola & Saint Lucia2 Jan – 9 Jan 2027 · 7 nights · 🇵🇷San Juan

$2,0862 guests$298/night

6-day gap4 new ports3 new countries1 port you already visited

Details

Royal Caribbean · Vision Of The SeasCaribbean Island Hop – St. Thomas & St. Kitts3 Jan – 10 Jan 2027 · 7 nights · 🇵🇷San Juan

$1,3122 guests$187/night

7-day gap3 new ports2 new countries2 ports you already visited

Details

Norwegian Cruise Line · Norwegian PrimaTropical Paradise Escape – Tortola, St. Thomas & Aruba3 Jan – 10 Jan 2027 · 7 nights · 🇵🇷San Juan

$2,1782 guests$311/night

7-day gap1 new port1 new country3 ports you already visited

Details

Stay on Crown Princess5

Switch ships7

The cruise briefing