Jibhop

Coral Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Dec 19, 2026 → Dec 26, 2026 • Fort Lauderdale ↔

Great balance

From $840

$840 · $120/night · good value · ↓16% below typical

$120/night

Good value

↓16% below typical

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$600 below typical

From $9,160

$9,160 · $654/night · typical price · ↓6% below typical

$654/night

Typical price

↓6% below typical

Explora III

8-night Eastern Caribbean Arc via Ocho Rios, Catalina Island & Jost Van Dyke

Dec 20, 2026 → Dec 28, 2026 • Miami → San Juan

$339 below typical ↘

From $5,240

$5,240 · $655/night · typical price · ↓6% below typical

$655/night

Typical price

↓6% below typical

Eurodam • Holland America

14-night 7-Day Eastern Caribbean: Amber Cove & Bahamas

Nov 21, 2026 → Dec 5, 2026 • Fort Lauderdale ↔

Lowest in 30 days ↘

From $1,404

$1,404 · $100/night · typical price

$100/night

Typical price

MSC World America • MSC Cruises

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

Oct 3, 2026 → Oct 10, 2026 • Miami ↔

Great balance

From $594

$594 · $85/night · good value · ↓15% below typical

$85/night

Good value

↓15% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Feb 26, 2028 → Mar 5, 2028 • Miami ↔

Lowest in 180 days

From $1,032

$1,032 · $129/night · typical price

$129/night

Typical price

Sun Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Cozumel & Roatán

Dec 13, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

12% below typical

From $1,542

$1,542 · $110/night · good value · ↓12% below typical

$110/night

Good value

↓12% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Jan 29, 2028 → Feb 6, 2028 • Miami ↔

Lowest in 180 days

From $952

$952 · $119/night · typical price

$119/night

Typical price

MSC Meraviglia • MSC Cruises

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

Nov 29, 2026 → Dec 13, 2026 • Miami ↔

From $1,096

$1,096 · $78/night · good value · ↓12% below typical

$78/night

Good value

↓12% below typical

Disney Dream • Disney Cruise Line

7-night Eastern Caribbean Loop via Lighthouse Point, Florida & San Juan

Dec 27, 2026 → Jan 3, 2027 • Fort Lauderdale ↔

Lowest in 90 days $2,449 above typical

From $4,614

$4,614 · $659/night · priced high · ↑113% above typical

$659/night

Priced high

↑113% above typical

Zuiderdam • Holland America

7-night Eastern Caribbean Arc: Half Moon Cay & Saint Thomas

Dec 30, 2027 → Jan 6, 2028 • Fort Lauderdale ↔

Lowest in 180 days $758 above typical

From $1,609

$1,609 · $230/night · priced high · ↑89% above typical

$230/night

Priced high

↑89% above typical

Norwegian Pearl • Norwegian Cruise Line

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

Dec 23, 2027 → Jan 3, 2028 • Philadelphia ↔

Lowest in 30 days $850 above typical

From $1,899

$1,899 · $173/night · priced high · ↑81% above typical

$173/night

Priced high

↑81% above typical

Scarlet Lady • Virgin Voyages

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

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Lowest in 180 days $690 above typical

From $1,673

$1,673 · $239/night · priced high · ↑70% above typical

$239/night

Priced high

↑70% above typical

Norwegian Prima • Norwegian Cruise Line

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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

Lowest in 30 days $1,010 above typical

From $2,499

$2,499 · $357/night · priced high · ↑68% above typical

$357/night

Priced high

↑68% above typical

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Dec 23, 2026 → Jan 4, 2027 • New York ↔

Lowest in 30 days $900 above typical

From $2,319

$2,319 · $193/night · priced high · ↑63% above typical

$193/night

Priced high

↑63% above typical

Zuiderdam • Holland America

14-night Eastern Caribbean Arc: Half Moon Cay, Grand Turk Island & Puerto Plata

Dec 23, 2027 → Jan 6, 2028 • Fort Lauderdale ↔

Lowest in 180 days $1,017 above typical

From $2,719

$2,719 · $194/night · priced high · ↑60% above typical

$194/night

Priced high

↑60% above typical

Norwegian Bliss • Norwegian Cruise Line

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

Dec 22, 2027 → Jan 3, 2028 • New York ↔

Lowest in 30 days $790 above typical

From $2,209

$2,209 · $184/night · priced high · ↑56% above typical

$184/night

Priced high

↑56% above typical

Rotterdam • Holland America

17-night Eastern Caribbean Arc: Grand Turk Island, San Juan & Saint Thomas

Dec 22, 2027 → Jan 8, 2028 • Fort Lauderdale ↔

Lowest in 180 days $1,076 above typical

From $3,099

$3,099 · $182/night · priced high · ↑53% above typical

$182/night

Priced high

↑53% above typical

Symphony of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop: Samana & Coco Cay

Apr 8, 2028 → Apr 16, 2028 • Fort Lauderdale ↔

Lowest in 180 days $448 above typical

From $1,395

$1,395 · $174/night · priced high · ↑47% above typical

$174/night

Priced high

↑47% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Dec 18, 2027 → Dec 25, 2027 • San Juan ↔

Lowest in 30 days $550 above typical

From $1,809

$1,809 · $258/night · priced high · ↑44% above typical

$258/night

Priced high

↑44% above typical