Jibhop

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

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

$64 above typical ↗

From $887

$887 · $127/night · typical price · ↑8% above typical

$127/night

Typical price

↑8% above typical

MSC Meraviglia • MSC Cruises

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

Jan 30, 2028 → Feb 6, 2028 • Pointe-à-Pitre ↔

Great balance

From $942

$942 · $135/night · typical price · ↑6% above typical

$135/night

Typical price

↑6% above typical

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint John's & Bridgetown

Mar 6, 2028 → Mar 17, 2028 • Fort Lauderdale ↔

$98 above typical ↗

From $1,816

$1,816 · $165/night · typical price · ↑6% above typical

$165/night

Typical price

↑6% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

↗

From $679

$679 · $97/night · typical price · ↑5% above typical

$97/night

Typical price

↑5% above typical

MSC Seaview • MSC Cruises

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

Feb 23, 2027 → Mar 9, 2027 • Bridgetown ↔

From $2,128

$2,128 · $152/night · typical price · ↑5% above typical

$152/night

Typical price

↑5% above typical

MSC Seaview • MSC Cruises

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

Jan 3, 2027 → Jan 10, 2027 • Pointe-à-Pitre ↔

Great balance

From $957

$957 · $137/night · typical price · ↑4% above typical

$137/night

Typical price

↑4% above typical

Enchanted Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Dec 3, 2026 → Dec 17, 2026 • Fort Lauderdale ↔

From $1,722

$1,722 · $123/night · typical price · ↑3% above typical

$123/night

Typical price

↑3% above typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Philipsburg, Antigua & Cozumel

Feb 23, 2027 → Mar 16, 2027 • Fort Lauderdale ↔

From $2,789

$2,789 · $133/night · typical price · ↑2% above typical

$133/night

Typical price

↑2% above typical

Seven Seas Grandeur • Regent Seven Seas Cruises

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

Mar 20, 2028 → Apr 1, 2028 • Miami ↔

From $7,669

$7,669 · $639/night · typical price · ↑2% above typical

$639/night

Typical price

↑2% above typical

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Oct 15, 2026 → Oct 29, 2026 • Fort Lauderdale ↔

From $1,994

$1,994 · $142/night · typical price · ↑2% above typical

$142/night

Typical price

↑2% above typical

Rotterdam • Holland America

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

Dec 1, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

↗

From $1,334

$1,334 · $121/night · typical price · ↑2% above typical

$121/night

Typical price

↑2% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

12-night Southern Caribbean Arc via Panama Canal, Cartagena & Oranjestad

Mar 14, 2028 → Mar 26, 2028 • Panamá, Ciudad de → Miami

From $8,675

$8,675 · $723/night · typical price · ↑2% above typical

$723/night

Typical price

↑2% above typical

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

MSC Seaview • MSC Cruises

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

Jan 26, 2027 → Feb 9, 2027 • Bridgetown ↔

From $1,846

$1,846 · $132/night · typical price · ↑1% above typical

$132/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

Seven Seas Prestige • Regent Seven Seas Cruises

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

Dec 18, 2027 → Dec 28, 2027 • Miami ↔

From $7,168

$7,168 · $717/night · typical price

$717/night

Typical price

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Feb 2, 2027 → Feb 23, 2027 • Fort Lauderdale ↔

From $2,729

$2,729 · $130/night · typical price

$130/night

Typical price

Rotterdam • Holland America

21-night Western Caribbean Arc via Key West, Georgetown, Grand Cayman & Cozumel

Feb 13, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

↗

From $2,729

$2,729 · $130/night · typical price

$130/night

Typical price

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

Vision of the Seas • Royal Caribbean International

10-night Eastern Caribbean Arc via Grand Turk Island, Philipsburg & Roseau

Oct 22, 2026 → Nov 1, 2026 • Baltimore → San Juan

From $5,569

$5,569 · $557/night

$557/night