Jibhop

Silver Dawn • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Saint John's

Mar 14, 2028 → Mar 25, 2028 • Miami ↔

From $6,300

$6,300 · $573/night · great deal · ↓37% below typical

$573/night

Great deal

↓37% below typical

Queen Mary 2 • Cunard Line

30-night Eastern Caribbean Arc via New York, Road Town, Tortola & Philipsburg

Dec 12, 2026 → Jan 11, 2027 • Southampton ↔

$993 below typical

From $4,169

$4,169 · $139/night · good value · ↓19% below typical

$139/night

Good value

↓19% below typical

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Sep 11, 2027 → Sep 18, 2027 • Port Canaveral ↔

Lowest in 90 days $236 below typical

From $2,036

$2,036 · $291/night · good value · ↓10% below typical

$291/night

Good value

↓10% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Grand Turk Island & Bimini

Apr 29, 2028 → May 4, 2028 • Miami ↔

Lowest in 180 days $100 below typical

From $695

$695 · $139/night · good value · ↓13% below typical

$139/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

Jan 10, 2027 → Jan 17, 2027 • Port Canaveral ↔

Lowest in 180 days $166 below typical ↘

From $1,304

$1,304 · $186/night · good value · ↓11% below typical

$186/night

Good value

↓11% below typical

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg

Nov 15, 2026 → Nov 29, 2026 • Miami ↔

68% below typical

From $398

$398 · $28/night · great deal · ↓68% below typical

$28/night

Great deal

↓68% below typical

Star of the Seas • Royal Caribbean International

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

Aug 23, 2026 → Aug 30, 2026 • Port Canaveral ↔

$322 below typical ↗

From $1,354

$1,354 · $193/night · good value · ↓19% below typical

$193/night

Good value

↓19% below typical

MSC Seashore • MSC Cruises

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

Jan 2, 2028 → Jan 9, 2028 • Miami ↔

Great balance

From $680

$680 · $97/night · great deal · ↓37% below typical

$97/night

Great deal

↓37% below typical

Carnival Firenze • Carnival Cruise Line

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

Feb 26, 2027 → Mar 8, 2027 • Miami ↔

$161 below typical ↗

From $652

$652 · $65/night · good value · ↓20% below typical

$65/night

Good value

↓20% below typical

MSC Meraviglia • MSC Cruises

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

Jan 2, 2027 → Jan 10, 2027 • Miami ↔

Great balance

From $599

$599 · $75/night · great deal · ↓41% below typical

$75/night

Great deal

↓41% below typical

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Arc via Philipsburg & Saint John's

Jan 16, 2027 → Jan 24, 2027 • Miami ↔

Great balance

From $599

$599 · $75/night · great deal · ↓41% below typical

$75/night

Great deal

↓41% below typical

Norwegian Bliss • Norwegian Cruise Line

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

Dec 10, 2027 → Dec 22, 2027 • New York ↔

Lowest in 180 days $170 below typical ↘

From $1,249

$1,249 · $104/night · good value · ↓12% below typical

$104/night

Good value

↓12% below typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Oct 18, 2026 → Oct 25, 2026 • Port Canaveral ↔

Lowest in 30 days $120 below typical ↘

From $879

$879 · $126/night · good value · ↓12% below typical

$126/night

Good value

↓12% below typical

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Nassau, Ocean Cay & Grand Turk Island

Feb 21, 2027 → Mar 7, 2027 • Miami ↔

From $1,116

$1,116 · $80/night · great deal · ↓52% below typical

$80/night

Great deal

↓52% below typical

MSC Meraviglia • MSC Cruises

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

Dec 19, 2026 → Jan 2, 2027 • Miami ↔

50% below typical

From $958

$958 · $68/night · great deal · ↓50% below typical

$68/night

Great deal

↓50% below typical

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Soufriere & Terre-de-Haut

Dec 12, 2027 → Dec 19, 2027 • Bridgetown → Charlotte Amalie, Saint Thomas

$861 below typical ↗

From $3,716

$3,716 · $531/night · good value · ↓19% below typical

$531/night

Good value

↓19% below typical

MSC Opera • MSC Cruises

4-night Eastern Caribbean Arc via Catalina Island & Fort-de-France

Apr 12, 2027 → Apr 16, 2027 • La Romana → Fort-de-France

From $269

$269 · $67/night · great deal · ↓49% below typical

$67/night

Great deal

↓49% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Feb 13, 2027 → Feb 20, 2027 • Miami ↔

Lowest in 180 days $170 below typical ↘

From $1,444

$1,444 · $206/night · good value · ↓11% below typical

$206/night

Good value

↓11% below typical

Adventure of the Seas • Royal Caribbean International

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

Sep 18, 2026 → Sep 26, 2026 • Port Canaveral ↔

$165 below typical ↗

From $773

$773 · $97/night · good value · ↓18% below typical

$97/night

Good value

↓18% below typical

Norwegian Escape • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Nov 13, 2026 → Nov 20, 2026 • Port Canaveral ↔

$200 below typical

From $829

$829 · $118/night · good value · ↓19% below typical

$118/night

Good value

↓19% below typical