Jibhop

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

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

Arvia • P&O Cruises

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

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

From $2,201

$2,201 · $157/night · typical price · ↑2% above typical

$157/night

Typical price

↑2% above typical

Iona • P&O Cruises

14-night Southern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 30, 2027 → Nov 13, 2027 • Southampton → Bridgetown

↗

From $1,728

$1,728 · $123/night · typical price · ↑2% above typical

$123/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 · ↑1% above typical

$723/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

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

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 $624

$624 · $89/night

$89/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 $3,086

$3,086 · $309/night

$309/night

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 $614

$614 · $88/night

$88/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 $993

$993 · $90/night

$90/night

Explorer of the Seas • Royal Caribbean International

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

Nov 18, 2026 → Nov 27, 2026 • Port Canaveral ↔

From $775

$775 · $86/night

$86/night

Celebrity Eclipse • Celebrity Cruises

9-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Castries

Dec 3, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

From $2,113

$2,113 · $235/night

$235/night

Celebrity Constellation • Celebrity Cruises

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

From $669

$669 · $96/night

$96/night

Celebrity Constellation • Celebrity Cruises

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

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

Great balance

From $858

$858 · $123/night

$123/night

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

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

More sea days than typical

From $2,424

$2,424 · $115/night · typical price

$115/night

Typical price

Vision of the Seas • Royal Caribbean International

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

Jan 3, 2027 → Jan 10, 2027 • San Juan ↔

From $609

$609 · $87/night

$87/night

Celebrity Eclipse • Celebrity Cruises

9-night Eastern Caribbean Loop via Saint John's & Roseau

Jan 8, 2027 → Jan 17, 2027 • Fort Lauderdale ↔

From $1,157

$1,157 · $129/night

$129/night

Vision of the Seas • Royal Caribbean International

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

Great balance

From $496

$496 · $71/night

$71/night

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Jan 25, 2027 → Feb 5, 2027 • Fort Lauderdale ↔

From $1,433

$1,433 · $130/night

$130/night