Jibhop

Norwegian Prima • Norwegian Cruise Line

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

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

$530 above typical

From $1,729

$247/night

Priced high

↑44% above typical

Norwegian Prima • Norwegian Cruise Line

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

Dec 18, 2027 → Dec 25, 2027 • San Juan ↔

$550 above typical

From $1,809

$258/night

Priced high

↑44% above typical

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Terre-de-Haut

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

From $7,100

$1,014/night

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Oranjestad & Willemstad

Jan 2, 2028 → Jan 9, 2028 • San Juan ↔

$340 above typical

From $1,219

$174/night

Priced high

↑39% above typical

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Samana & Grand Turk Island

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

$420 above typical

From $1,533

$219/night

Priced high

↑38% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

$440 above typical

From $1,669

$238/night

Priced high

↑36% above typical

Norwegian Viva • Norwegian Cruise Line

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

Nov 14, 2027 → Nov 21, 2027 • San Juan ↔

$320 above typical

From $1,219

$174/night

Priced high

↑36% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Jul 11, 2026 → Jul 18, 2026 • San Juan ↔

$409 above typical ↗ Trending up

From $1,608

$230/night

Priced high

↑34% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg & Willemstad

Jan 9, 2028 → Jan 16, 2028 • San Juan ↔

$290 above typical

From $1,169

$167/night

Priced high

↑33% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 22, 2027 → May 29, 2027 • San Juan ↔

$225 above typical

From $960

$137/night

Priced high

↑31% above typical

Explora I • Explora Journeys

12-night Southern Caribbean Arc via Saint-Barthélemy, Saint-Pierre & Bridgetown

Feb 5, 2027 → Feb 17, 2027 • San Juan → Manaus

$2,215 above typical

From $9,595

$800/night

Priced high

↑30% above typical

Explora I • Explora Journeys

24-night Southern Caribbean Loop via Saint-Barthélemy, Saint-Pierre & Bridgetown

Feb 5, 2027 → Mar 1, 2027 • San Juan ↔

$4,335 above typical

From $19,095

$796/night

Priced high

↑29% above typical

SeaDream II • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Samana & Grand Turk Island

Mar 13, 2027 → Mar 20, 2027 • San Juan → Freeport, Grand Bahama

$1,617 above typical

From $7,160

$1,023/night

Priced high

↑29% above typical

Explora II • Explora Journeys

11-night Amazon River One-Way via Little Bay & Bridgetown

Feb 6, 2028 → Feb 17, 2028 • San Juan → Manaus

$1,768 above typical

From $8,120

$738/night

Priced high

↑28% above typical

Explora II • Explora Journeys

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

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

$1,118 above typical

From $5,160

$737/night

Priced high

↑28% above typical

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Oranjestad & Willemstad

Nov 28, 2027 → Dec 5, 2027 • San Juan ↔

$230 above typical

From $1,129

$161/night

Priced high

↑26% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola & Saint Thomas

Mar 28, 2027 → Apr 4, 2027 • San Juan ↔

$310 above typical

From $1,539

$220/night

Priced high

↑25% above typical

Norwegian Prima • Norwegian Cruise Line

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

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

$310 above typical

From $1,569

$224/night

Priced high

↑25% above typical

Celebrity Constellation • Celebrity Cruises

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

$186 above typical ↘ Trending down

From $959

$137/night

Priced high

↑24% above typical

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 ↔

$169 above typical ↗ Trending up

From $899

$128/night

Priced high

↑23% above typical

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

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

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Terre-de-Haut

7-night ABC Islands Loop via Oranjestad & Willemstad

7-night Eastern Caribbean Loop via Samana & Grand Turk Island

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

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

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

7-night Eastern Caribbean Loop via Philipsburg & Willemstad

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

12-night Southern Caribbean Arc via Saint-Barthélemy, Saint-Pierre & Bridgetown

24-night Southern Caribbean Loop via Saint-Barthélemy, Saint-Pierre & Bridgetown

7-night Eastern Caribbean Arc via Samana & Grand Turk Island

11-night Amazon River One-Way via Little Bay & Bridgetown

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

7-night ABC Islands Loop via Oranjestad & Willemstad

7-night Eastern Caribbean Loop via Tortola & Saint Thomas

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

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

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

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