Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

$280 above typical
$1,009 · $144/night · priced high · ↑38% above typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Feb 5, 2027 → Feb 12, 2027 • Bridgetown ↔

$321 above typical
$1,238 · $177/night · priced high · ↑35% above typical
Carnival Cruise Line

Carnival Pride • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Roseau

Jan 10, 2027 → Jan 24, 2027 • Baltimore ↔

$522 above typical
$2,040 · $146/night · priced high · ↑34% above typical
MSC Cruises

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Castries

Dec 29, 2026 → Jan 12, 2027 • Bridgetown ↔

$2,621 · $187/night · priced high · ↑34% above typical
MSC Cruises

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Dec 19, 2026 → Dec 26, 2026 • Fort-de-France ↔

$301 above typical
$1,251 · $179/night · priced high · ↑32% above typical
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Jan 12, 2027 → Jan 23, 2027 • Fort Lauderdale ↔

$298 above typical
$1,534 · $139/night · priced high · ↑24% above typical
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Feb 2, 2027 → Feb 13, 2027 • Fort Lauderdale ↔

$298 above typical
$1,534 · $139/night · priced high · ↑24% above typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Basseterre, Saint Kitts

Mar 12, 2027 → Mar 19, 2027 • Bridgetown ↔

$231 above typical
$1,244 · $178/night · priced high · ↑23% above typical
MSC Cruises

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Philipsburg, Saint John's & Basseterre, Saint Kitts

Mar 14, 2027 → Mar 21, 2027 • Pointe-à-Pitre ↔

Great balance
$863 · $123/night · priced high · ↑22% above typical
Regent Seven Seas Cruises

Seven Seas Prestige • Regent Seven Seas Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 5, 2027 → Mar 17, 2027 • Miami ↔

$10,484 · $874/night · priced high · ↑21% above typical
Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Roseau & Antigua

Dec 19, 2026 → Dec 29, 2026 • Miami ↔

$8,672 · $867/night · priced high · ↑21% above typical
Ponant Cruises

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Arc via Spanish Town & Little Bay

Feb 9, 2028 → Feb 16, 2028 • La Romana → Fort-de-France

$4,821 · $689/night · priced high · ↑21% above typical
Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Nov 21, 2027 → Nov 28, 2027 • San Juan ↔

$118 above typical
$697 · $100/night · priced high · ↑20% above typical
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Feb 23, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

$248 above typical
$1,484 · $135/night · priced high · ↑20% above typical
Holland America

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Dec 12, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

$440 above typical
$2,799 · $133/night · priced high · ↑19% above typical
Holland America

Rotterdam • Holland America

21-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Cozumel

Dec 22, 2026 → Jan 12, 2027 • Fort Lauderdale ↔

$440 above typical
$2,799 · $133/night · priced high · ↑19% above typical
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 13, 2027 → Feb 20, 2027 • San Juan ↔

$120 above typical
$874 · $125/night · priced high · ↑16% above typical
MSC Cruises

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔

$2,254 · $161/night · priced high · ↑16% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Aug 8, 2026 → Aug 15, 2026 • San Juan ↔

$147 above typical
$1,093 · $156/night · priced high · ↑16% above typical
Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

$109 above typical
$839 · $120/night · priced high · ↑15% above typical