Jibhop

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Oct 3, 2026 → Oct 10, 2026 • Miami ↔

$324 below typical

From $1,283

$1,283 · $183/night · great deal · ↓20% below typical

$183/night

Great deal

↓20% below typical

Jewel of the Seas • Royal Caribbean International

4-night Eastern Caribbean Loop via Grand Turk Island

Feb 14, 2028 → Feb 18, 2028 • Fort Lauderdale ↔

Lowest in 180 days $92 below typical

From $455

$455 · $114/night · good value · ↓17% below typical

$114/night

Good value

↓17% below typical

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

Lowest in 180 days $1,429 below typical ↘

From $6,969

$6,969 · $498/night · good value · ↓17% below typical

$498/night

Good value

↓17% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

$177 below typical ↗

From $619

$619 · $88/night · great deal · ↓22% below typical

$88/night

Great deal

↓22% below typical

Queen Elizabeth • Cunard Line

12-night Southern Caribbean Arc via San Juan, Cruz Bay, Saint John & Castries

Dec 17, 2026 → Dec 29, 2026 • Miami ↔

Lowest in 180 days $254 below typical

From $1,198

$1,198 · $100/night · good value · ↓18% below typical

$100/night

Good value

↓18% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 15, 2028 → Jan 22, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Jan 22, 2028 → Jan 29, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 29, 2028 → Feb 5, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Explora III

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Road Bay

Feb 19, 2027 → Feb 28, 2027 • Miami ↔

Lowest in 180 days $917 below typical ↘

From $5,640

$5,640 · $627/night · good value · ↓14% below typical

$627/night

Good value

↓14% below typical

Seabourn Quest • Seabourn

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

Dec 4, 2027 → Dec 18, 2027 • Miami ↔

Lowest in 180 days $1,094 below typical ↘

From $6,204

$6,204 · $443/night · good value · ↓15% below typical

$443/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Feb 28, 2028 → Mar 13, 2028 • La Romana ↔

48% below typical

From $909

$909 · $65/night · great deal · ↓48% below typical

$65/night

Great deal

↓48% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Mar 27, 2028 → Apr 10, 2028 • La Romana ↔

49% below typical

From $939

$939 · $67/night · great deal · ↓49% below typical

$67/night

Great deal

↓49% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Jan 17, 2028 → Jan 31, 2028 • La Romana ↔

55% below typical

From $709

$709 · $51/night · great deal · ↓55% below typical

$51/night

Great deal

↓55% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Jan 10, 2028 → Jan 24, 2028 • La Romana ↔

59% below typical

From $649

$649 · $46/night · great deal · ↓59% below typical

$46/night

Great deal

↓59% below typical

Vision of the Seas • Royal Caribbean International

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

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

$148 below typical

From $525

$525 · $75/night · great deal · ↓22% below typical

$75/night

Great deal

↓22% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Feb 21, 2028 → Mar 6, 2028 • La Romana ↔

45% below typical

From $969

$969 · $69/night · great deal · ↓45% below typical

$69/night

Great deal

↓45% below typical

Carnival Firenze • Carnival Cruise Line

5-night Eastern Caribbean Loop via Puerto Plata & Grand Turk Island

Nov 14, 2027 → Nov 19, 2027 • Port Canaveral ↔

$133 below typical

From $379

$379 · $76/night · great deal · ↓26% below typical

$76/night

Great deal

↓26% below typical

Icon of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • Miami ↔

$332 below typical

From $1,265

$1,265 · $181/night · great deal · ↓21% below typical

$181/night

Great deal

↓21% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 7, 2026 → Nov 14, 2026 • Miami ↔

$318 below typical

From $1,289

$1,289 · $184/night · good value · ↓20% below typical

$184/night

Good value

↓20% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$206 below typical ↗

From $637

$637 · $91/night · great deal · ↓24% below typical

$91/night

Great deal

↓24% below typical