Jibhop

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Oranjestad & Castries

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Explora III

16-night Eastern Caribbean Arc via Cruz Bay, Saint John, Terre-de-Haut & Road Bay

Feb 12, 2027 → Feb 28, 2027 • San Juan → Miami

$1,463 below typical

From $10,240

$10,240 · $640/night · good value · ↓13% below typical

$640/night

Good value

↓13% below typical

Carnival Vista • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Jul 31, 2027 → Aug 7, 2027 • Port Canaveral ↔

$130 below typical

From $826

$826 · $118/night · good value · ↓14% below typical

$118/night

Good value

↓14% below typical

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 ↔

$94 below typical

From $550

$550 · $79/night · good value · ↓15% below typical

$79/night

Good value

↓15% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

Lowest in 180 days

From $787

$787 · $112/night · typical price · ↓4% below typical

$112/night

Typical price

↓4% below typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Apr 6, 2027 → Apr 16, 2027 • Fort Lauderdale ↔

31% below typical

From $1,153

$1,153 · $115/night · great deal · ↓31% below typical

$115/night

Great deal

↓31% below typical

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Dec 12, 2026 → Dec 19, 2026 • Miami ↔

Great balance

From $614

$614 · $88/night · great deal · ↓31% below typical

$88/night

Great deal

↓31% below typical

Grandeur of the Seas • Royal Caribbean International

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

Oct 16, 2027 → Oct 23, 2027 • San Juan ↔

Lowest in 180 days $57 below typical

From $761

$761 · $109/night · typical price · ↓7% below typical

$109/night

Typical price

↓7% below typical

Oceania Marina • Oceania Cruises

17-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cozumel

Feb 17, 2028 → Mar 5, 2028 • Miami ↔

$525 below typical

From $4,999

$4,999 · $294/night · typical price · ↓10% below typical

$294/night

Typical price

↓10% below typical

Sky Princess • Princess Cruises

8-night Eastern Caribbean Loop via Princess Cays & Grand Turk Island

Dec 13, 2026 → Dec 21, 2026 • Port Canaveral ↔

From $710

$710 · $89/night · great deal · ↓35% below typical

$89/night

Great deal

↓35% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$131 below typical

From $810

$810 · $116/night · good value · ↓14% below typical

$116/night

Good value

↓14% below typical

Eurodam • Holland America

14-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel

Nov 28, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

Lowest in 30 days $100 below typical ↘

From $1,304

$1,304 · $93/night · typical price · ↓7% below typical

$93/night

Typical price

↓7% below typical

Sun Princess • Princess Cruises

14-night Eastern Caribbean Arc via Princess Cays, San Juan & Cozumel

Dec 6, 2026 → Dec 20, 2026 • Fort Lauderdale ↔

28% below typical

From $1,252

$1,252 · $89/night · great deal · ↓28% below typical

$89/night

Great deal

↓28% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$98 below typical ↗

From $596

$596 · $85/night · good value · ↓14% below typical

$85/night

Good value

↓14% below typical

Independence of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Mar 7, 2027 → Mar 14, 2027 • Miami ↔

$100 below typical

From $660

$660 · $94/night · good value · ↓13% below typical

$94/night

Good value

↓13% below typical

Brilliant Lady • Virgin Voyages

9-night Eastern Caribbean Loop via San Juan & Saint Thomas

Dec 14, 2027 → Dec 23, 2027 • Miami ↔

Lowest in 30 days $81 below typical

From $1,080

$1,080 · $120/night · typical price · ↓7% below typical

$120/night

Typical price

↓7% below typical

Oceania Marina • Oceania Cruises

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

Feb 7, 2028 → Feb 17, 2028 • Miami ↔

Lowest in 180 days

From $3,099

$3,099 · $310/night · typical price · ↓5% below typical

$310/night

Typical price

↓5% below typical

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Frederiksted, Saint Croix

Feb 17, 2028 → Feb 27, 2028 • Miami ↔

Lowest in 180 days

From $3,099

$3,099 · $310/night · typical price · ↓5% below typical

$310/night

Typical price

↓5% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • San Juan ↔

$129 below typical ↗

From $839

$839 · $120/night · good value · ↓13% below typical

$120/night

Good value

↓13% below typical