Jibhop

Arvia • P&O Cruises

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

Dec 4, 2027 → Dec 18, 2027 • Bridgetown ↔

From $1,890

$1,890 · $135/night · great deal · ↓26% below typical

$135/night

Great deal

↓26% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Pointe-à-Pitre, Road Town, Tortola & La Romana

Aug 20, 2027 → Aug 27, 2027 • Fort-de-France ↔

Great balance

From $799

$799 · $114/night · great deal · ↓33% below typical

$114/night

Great deal

↓33% 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

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Jan 9, 2027 → Jan 23, 2027 • Bridgetown ↔

Lowest in 180 days $614 below typical ↘

From $8,584

$8,584 · $613/night · typical price · ↓7% below typical

$613/night

Typical price

↓7% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets

Jan 16, 2027 → Jan 30, 2027 • Philipsburg ↔

Lowest in 30 days $614 below typical ↘

From $8,584

$8,584 · $613/night · typical price · ↓7% below typical

$613/night

Typical price

↓7% 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

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Mar 13, 2027 → Mar 20, 2027 • Fort-de-France ↔

Great balance

From $869

$869 · $124/night · great deal · ↓21% below typical

$124/night

Great deal

↓21% 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

Iona • P&O Cruises

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

Jan 22, 2028 → Feb 5, 2028 • Bridgetown ↔

13% below typical

From $2,228

$2,228 · $159/night · good value · ↓13% below typical

$159/night

Good value

↓13% below typical

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Apr 18, 2027 → Apr 25, 2027 • Port Canaveral ↔

Lowest in 180 days $119 below typical ↘

From $1,491

$1,491 · $213/night · typical price · ↓7% below typical

$213/night

Typical price

↓7% below typical

Carnival Magic • Carnival Cruise Line

6-night Eastern Caribbean Loop via Celebration Key & Puerto Plata

Aug 16, 2026 → Aug 22, 2026 • Miami ↔

$70 below typical

From $654

$654 · $109/night · typical price · ↓10% below typical

$109/night

Typical price

↓10% 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

Sky Princess • Princess Cruises

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

Dec 5, 2027 → Dec 12, 2027 • Fort Lauderdale ↔

Great balance

From $636

$636 · $91/night · great deal · ↓33% below typical

$91/night

Great deal

↓33% below typical

Seabourn Venture • Seabourn

8-night Eastern Caribbean Arc via South Friars Bay & Little Bay

Oct 5, 2026 → Oct 13, 2026 • Halifax → Bridgetown

$616 below typical ↘

From $4,334

$4,334 · $542/night · good value · ↓12% below typical

$542/night

Good value

↓12% below typical

Carnival Sunshine • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & Grand Turk Island

Mar 6, 2027 → Mar 14, 2027 • Norfolk ↔

$85 below typical

From $634

$634 · $79/night · good value · ↓12% below typical

$79/night

Good value

↓12% below typical