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Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jul 18, 2026 → Jul 25, 2026 • San Juan ↔

$832 above typical ↘ Trending down

From $1,819

$260/night

Priced high

↑84% above typical

Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Dec 23, 2026 → Jan 4, 2027 • New York ↔

$1,100 above typical

From $2,419

$202/night

Priced high

↑83% above typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Aug 1, 2026 → Aug 8, 2026 • San Juan ↔

$762 above typical ↗ Trending up

From $1,748

$250/night

Priced high

↑77% above typical

MSC Cruises

MSC Seashore • MSC Cruises

14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Jan 15, 2028 → Jan 29, 2028 • Miami ↔

$960 above typical ↗ Trending up

From $2,218

$158/night

Priced high

↑76% above typical

P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Antigua

Dec 13, 2027 → Dec 27, 2027 • Basseterre, Saint Kitts ↔

$1,649 above typical

From $3,918

$280/night

Priced high

↑73% above typical

Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Tortola

Dec 22, 2027 → Jan 3, 2028 • New York ↔

$890 above typical

From $2,209

$184/night

Priced high

↑68% above typical

Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 22, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

$809 above typical

From $2,034

$185/night

Priced high

↑66% above typical

Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Basseterre, Saint Kitts & Philipsburg

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

$730 above typical

From $1,869

$267/night

Priced high

↑64% above typical

Princess Cruises

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Dec 27, 2026 → Jan 10, 2027 • San Juan ↔

$1,180 above typical

From $3,084

$220/night

Priced high

↑62% above typical

P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Roseau & Antigua

Dec 20, 2027 → Jan 3, 2028 • Basseterre, Saint Kitts ↔

$1,564 above typical

From $4,093

$292/night

Priced high

↑62% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Bridgetown

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$960 above typical

From $2,569

$367/night

Priced high

↑60% above typical

P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Mar 6, 2027 → Mar 20, 2027 • Bridgetown ↔

$1,081 above typical

From $2,904

$207/night

Priced high

↑59% above typical

MSC Cruises

MSC Seaview • MSC Cruises

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

Mar 23, 2027 → Apr 6, 2027 • Bridgetown ↔

From $2,243

$160/night

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jun 20, 2026 → Jun 27, 2026 • San Juan ↔

$562 above typical ↗ Trending up

From $1,549

$221/night

Priced high

↑57% above typical

P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Mar 5, 2027 → Mar 19, 2027 • Bridgetown ↔

$1,013 above typical

From $2,836

$203/night

Priced high

↑56% above typical

Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

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

$630 above typical

From $1,769

$253/night

Priced high

↑55% above typical

MSC Cruises

MSC Seaview • MSC Cruises

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

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

Great balance

From $1,459

$208/night

Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

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

$470 above typical

From $1,369

$196/night

Priced high

↑52% above typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 10, 2027 → Dec 17, 2027 • Bridgetown ↔

$519 above typical

From $1,538

$220/night

Priced high

↑51% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Nov 15, 2026 → Nov 22, 2026 • San Juan ↔

$615 above typical ↗ Trending up

From $1,839

$263/night

Priced high

↑50% above typical

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