Jibhop

Emerald Princess • Princess Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

Feb 20, 2028 → Feb 27, 2028 • San Juan ↔

From $986

$141/night

Typical price

↑1% above typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $940

$134/night

Typical price

↑1% above typical

Emerald Princess • Princess Cruises

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

Nov 21, 2027 → Dec 5, 2027 • San Juan ↔

From $1,746

$125/night

Typical price

↑1% above typical

Emerald Kaia • Emerald Cruises

9-night Eastern Caribbean Arc: Saint-John, Ponce & Grand Turk Island

Feb 20, 2029 → Mar 1, 2029 • San Juan → Miami

From $8,689

$965/night

Typical price

↑1% above typical

Explora I • Explora Journeys

23-night Transatlantic Crossing via Cruz Bay, Saint John, Road Bay & Spanish Town

Mar 1, 2027 → Mar 24, 2027 • San Juan → Barcelona

From $13,425

$584/night

Typical price

↑1% above typical

Azamara Journey • Azamara Cruises

10-night Eastern Caribbean Arc via Saint Thomas, Spanish Town & Antigua

Dec 18, 2026 → Dec 28, 2026 • San Juan → Bridgetown

From $2,399

$240/night

SeaDream II • SeaDream Yacht Club

5-night Eastern Caribbean Loop via Cruz Bay, Saint John & Saint-Barthélemy

Jan 3, 2028 → Jan 8, 2028 • San Juan ↔

From $3,183

$637/night

Typical price

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 ↔

Great balance

From $1,819

$260/night

Rhapsody of the Seas • Royal Caribbean International

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

Jul 25, 2026 → Aug 1, 2026 • San Juan ↔

Great balance

From $1,238

$177/night

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John

Oct 17, 2026 → Oct 24, 2026 • San Juan ↔

Great balance

From $594

$85/night

Star Pride • Windstar Cruises

11-night Eastern Caribbean Loop via Cruz Bay, Saint John, Saint-Barthélemy & Rodney Bay

Oct 28, 2026 → Nov 8, 2026 • San Juan ↔

Price unavailable

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Beef Island, Tortola & Road Bay

Nov 1, 2026 → Nov 8, 2026 • San Juan → Miami

Price unavailable

Rhapsody of the Seas • Royal Caribbean International

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

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Great balance

From $558

$80/night

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

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

Great balance

Price unavailable

Rhapsody of the Seas • Royal Caribbean International

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

Nov 14, 2026 → Nov 21, 2026 • San Juan ↔

From $539

$77/night

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Road Bay, Antigua & Christiansted, Saint Croix

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

Price unavailable

Star Pride • Windstar Cruises

7-night Eastern Caribbean Loop via Cruz Bay, Saint John, Basseterre, Saint Kitts & Saint-Barthélemy

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

Great balance

Price unavailable

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg

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

Great balance

From $541

$77/night

Celebrity Constellation • Celebrity Cruises

11-night Southern Caribbean Loop via Tortola, Saint John's & Castries

Nov 17, 2026 → Nov 28, 2026 • San Juan ↔

From $1,104

$100/night

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

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

Great balance

Price unavailable

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

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

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

9-night Eastern Caribbean Arc: Saint-John, Ponce & Grand Turk Island

23-night Transatlantic Crossing via Cruz Bay, Saint John, Road Bay & Spanish Town

10-night Eastern Caribbean Arc via Saint Thomas, Spanish Town & Antigua

5-night Eastern Caribbean Loop via Cruz Bay, Saint John & Saint-Barthélemy

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

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

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John

11-night Eastern Caribbean Loop via Cruz Bay, Saint John, Saint-Barthélemy & Rodney Bay

7-night Eastern Caribbean Arc via Beef Island, Tortola & Road Bay

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

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

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

7-night Eastern Caribbean Arc via Road Bay, Antigua & Christiansted, Saint Croix

7-night Eastern Caribbean Loop via Cruz Bay, Saint John, Basseterre, Saint Kitts & Saint-Barthélemy

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg

11-night Southern Caribbean Loop via Tortola, Saint John's & Castries

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

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