Jibhop

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 20, 2028 • San Juan ↔

13% below typical

From $1,691

$1,691 · $121/night · good value · ↓13% below typical

$121/night

Good value

↓13% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Apr 8, 2028 → Apr 15, 2028 • San Juan ↔

Lowest in 180 days

From $837

$837 · $120/night · typical price · ↓1% below typical

$120/night

Typical price

↓1% below typical

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Fort-de-France

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Lowest in 180 days

From $722

$722 · $103/night · typical price · ↓1% below typical

$103/night

Typical price

↓1% below typical

Scarlet Lady • Virgin Voyages

8-night ABC Islands Loop via Philipsburg, Saint John's & Roseau

Dec 18, 2027 → Dec 26, 2027 • San Juan ↔

Lowest in 180 days

From $1,112

$1,112 · $139/night · typical price · ↓1% below typical

$139/night

Typical price

↓1% below typical

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Saint-Barthélemy & Ocean Cay

Feb 27, 2028 → Mar 5, 2028 • San Juan → Miami

Lowest in 30 days

From $4,020

$4,020 · $574/night · typical price · ↓1% below typical

$574/night

Typical price

↓1% below typical

Emerald Princess • Princess Cruises

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

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Great balance

From $819

$819 · $117/night · good value · ↓11% below typical

$117/night

Good value

↓11% below typical

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Catalina Island & Ocean Cay

Nov 13, 2027 → Nov 20, 2027 • San Juan → Miami

$325 below typical

From $4,200

$4,200 · $600/night · typical price · ↓7% below typical

$600/night

Typical price

↓7% below typical

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Cayo Levantado & Ocean Cay

Apr 1, 2028 → Apr 8, 2028 • San Juan → Miami

$325 below typical

From $4,200

$4,200 · $600/night · typical price · ↓7% below typical

$600/night

Typical price

↓7% below typical

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 13, 2028 • San Juan ↔

11% below typical

From $865

$865 · $124/night · good value · ↓11% below typical

$124/night

Good value

↓11% below typical

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Dec 5, 2026 → Dec 12, 2026 • San Juan → Bridgetown

Great balance

From $1,429

$1,429 · $204/night · good value · ↓15% below typical

$204/night

Good value

↓15% below typical

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

Apr 9, 2028 → Apr 16, 2028 • San Juan ↔

Lowest in 180 days

From $901

$901 · $129/night · typical price

$129/night

Typical price

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

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

Great balance

From $859

$859 · $123/night · good value · ↓15% below typical

$123/night

Good value

↓15% below typical

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 16, 2028 → Jan 30, 2028 • San Juan ↔

9% below typical

From $1,666

$1,666 · $119/night · typical price · ↓9% below typical

$119/night

Typical price

↓9% below 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 $1,030 above typical

From $2,519

$2,519 · $360/night · priced high · ↑69% above typical

$360/night

Priced high

↑69% above typical

Valiant Lady • Virgin Voyages

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

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

Lowest in 30 days $724 above typical

From $1,837

$1,837 · $262/night · priced high · ↑65% above typical

$262/night

Priced high

↑65% above typical

Norwegian Prima • Norwegian Cruise Line

7-night ABC Islands Loop via Saint Thomas & Tortola

Jan 3, 2027 → Jan 10, 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

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

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Philipsburg, Bridgetown & Castries

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Lowest in 30 days $420 above typical

From $1,533

$1,533 · $219/night · priced high · ↑38% above typical

$219/night

Priced high

↑38% above typical

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Samana & Grand Turk Island

Feb 13, 2027 → Feb 20, 2027 • San Juan ↔

Lowest in 30 days $420 above typical

From $1,533

$1,533 · $219/night · priced high · ↑38% above typical

$219/night

Priced high

↑38% above typical