Jibhop

Celebrity Constellation • Celebrity Cruises

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

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

↗

From $761

$761 · $109/night · typical price · ↑1% above typical

$109/night

Typical price

↑1% above typical

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 $3,211

$3,211 · $642/night · typical price · ↑1% above typical

$642/night

Typical price

↑1% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Saint John's

Mar 30, 2027 → Apr 9, 2027 • San Juan → Miami

From $7,168

$7,168 · $717/night · typical price · ↑1% above typical

$717/night

Typical price

↑1% above typical

Vision of the Seas • Royal Caribbean International

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

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

↗

From $674

$674 · $96/night · typical price

$96/night

Typical price

Grandeur of the Seas • Royal Caribbean International

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

May 15, 2027 → May 22, 2027 • San Juan ↔

↗

From $819

$819 · $117/night · typical price

$117/night

Typical price

Emerald Kaia • Emerald Cruises

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

Jan 19, 2029 → Jan 28, 2029 • San Juan → Miami

From $8,536

$8,536 · $948/night · typical price

$948/night

Typical price

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 $1,709

$1,709 · $244/night

$244/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 $649

$649 · $93/night

$93/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

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 $639

$639 · $91/night

$91/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

Celebrity Constellation • Celebrity Cruises

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

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

From $944

$944 · $86/night

$86/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

Celebrity Constellation • Celebrity Cruises

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

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Great balance

From $733

$733 · $105/night

$105/night

Star Pride • Windstar Cruises

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

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

Great balance

Price unavailable

Celebrity Constellation • Celebrity Cruises

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

Dec 5, 2026 → Dec 12, 2026 • San Juan ↔

Great balance

From $724

$724 · $103/night

$103/night

Star Pride • Windstar Cruises

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

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

Great balance

Price unavailable