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Showing 20 of 336 cruises

Caribbean Grand Tour – San Juan & St. Croix

26 Feb, 2027•10 nights•Carnival FirenzeMiami🇺🇸
From$682per person
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Caribbean Grand Tour – Philipsburg & St. Lucia

8 Mar, 2027•10 nights•Carnival FirenzeMiami🇺🇸
From$738per person
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Sapphire Shores – St Maarten & St Kitts

7 Dec, 2026•7 nights•MSC Opera
La Romana🇩🇴
From$538per person
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Caribbean Grand Tour – Princess Cays & San Juan

17 Dec, 2026•10 nights•Enchanted Princess
Fort Lauderdale🇺🇸
From$779per person
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Caribbean Island Hop – Tortola & St. Lucia

12 Dec, 2026•7 nights•Celebrity ConstellationSan Juan🇵🇷
From$588per person
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Caribbean Island Hop – San Juan, St. Kitts & St. Thomas

5 Dec, 2026•8 nights•MSC MeravigliaMiami🇺🇸
From$664per person
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Caribbean Grand Tour – San Juan & St. Lucia

28 Nov, 2026•12 nights•Norwegian GemTampa🇺🇸
From$1,019per person
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Caribbean Island Hop – St. Maarten & St. Thomas

2 Jan, 2027•8 nights•MSC Meraviglia
Miami🇺🇸
From$734per person
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Island Serenity – San Juan & St. Maarten

11 Dec, 2026•12 nights•Norwegian Bliss
New York🇺🇸
From$1,069per person
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Cobalt Shallows – Puerto Plata & Sint Maarten

29 Oct, 2026•10 nights•Coral PrincessFort Lauderdale🇺🇸
From$899per person
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Cobalt Horizon – San Juan & Basseterre

6 Jan, 2027•10 nights•Enchanted PrincessFort Lauderdale🇺🇸
From$979per person
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Caribbean Grand Tour – Antigua, Barbados & St. Kitts

18 Nov, 2026•9 nights•Explorer Of The SeasPort Canaveral🇺🇸
From$832per person
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Indigo Blue Crossing – Basseterre, Castries & Oranjestad

7 Nov, 2026•12 nights•Majestic PrincessNew York🇺🇸Fort Lauderdale🇺🇸
From$1,099per person
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Breezy Getaway – San Juan & St. Maarten

29 Nov, 2026•12 nights•Norwegian BlissNew York🇺🇸
From$1,129per person
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Caribbean Getaway – Tortola & St. Kitts

31 Jan, 2027•7 nights•Vision Of The Seas
San Juan🇵🇷
From$521per person
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Tropical Paradise Escape – Samana, St. Kitts & St. Maarten

4 Jan, 2027•7 nights•MSC Opera
La Romana🇩🇴
From$646per person
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Caribbean Island Hop – Tortola & St. Kitts

6 Feb, 2027•7 nights•Rhapsody Of The Seas
San Juan🇵🇷
From$513per person
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Caribbean Escape – Tortola & St. Lucia

17 Jan, 2027•7 nights•Vision Of The SeasSan Juan🇵🇷
From$534per person
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Indigo Horizon – Puerto Plata & San Juan from Florida

6 Apr, 2027•10 nights•Enchanted Princess
Fort Lauderdale🇺🇸
From$939per person
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Caribbean Island Escape – St. Croix & St. Maarten

9 Jan, 2027•7 nights•Rhapsody Of The SeasSan Juan🇵🇷
From$552per person
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