Jibhop

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown

Nov 21, 2027 → Nov 28, 2027 • San Juan ↔

Lowest in 180 days $140 above typical

From $834

$834 · $119/night · priced high · ↑20% above typical

$119/night

Priced high

↑20% above typical

Valiant Lady • Virgin Voyages

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

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

Lowest in 30 days $140 above typical

From $1,113

$1,113 · $159/night · priced high · ↑14% above typical

$159/night

Priced high

↑14% above typical

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Castries

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

Lowest in 180 days $53 above typical

From $784

$784 · $112/night · typical price · ↑7% above typical

$112/night

Typical price

↑7% above typical

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Road Town, Tortola, Castries & Bridgetown

Feb 20, 2027 → Feb 27, 2027 • San Juan ↔

Lowest in 90 days $70 above typical

From $1,043

$1,043 · $149/night · typical price · ↑7% above typical

$149/night

Typical price

↑7% above typical

Explora II • Explora Journeys

7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Bridgetown

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

Lowest in 30 days $262 above typical

From $4,020

$4,020 · $574/night · typical price · ↑7% above typical

$574/night

Typical price

↑7% above typical

Valiant Lady • Virgin Voyages

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

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

Lowest in 30 days $70 above typical

From $1,183

$1,183 · $169/night · typical price · ↑6% above typical

$169/night

Typical price

↑6% above typical

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Castries

Mar 26, 2028 → Apr 2, 2028 • San Juan ↔

Lowest in 180 days

From $805

$805 · $115/night · typical price · ↑1% above typical

$115/night

Typical price

↑1% above typical

Scarlet Lady • Virgin Voyages

6-night Southern Caribbean Loop via Kingstown & Bridgetown

Jan 2, 2028 → Jan 8, 2028 • San Juan ↔

Lowest in 180 days

From $654

$654 · $109/night · typical price

$109/night

Typical price

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Roseau & Kingstown

Feb 13, 2028 → Feb 20, 2028 • San Juan ↔

Lowest in 180 days

From $731

$731 · $104/night · typical price

$104/night

Typical price

Scarlet Lady • Virgin Voyages

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

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

Lowest in 180 days

From $903

$903 · $129/night · typical price

$129/night

Typical price

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Feb 6, 2027 → Feb 13, 2027 • Fort-de-France ↔

Great balance

From $1,388

$1,388 · $198/night · typical price · ↓6% below typical

$198/night

Typical price

↓6% below typical

Emerald Princess • Princess Cruises

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

Nov 28, 2027 → Dec 5, 2027 • San Juan ↔

Great balance

From $840

$840 · $120/night · typical price · ↓3% below typical

$120/night

Typical price

↓3% below typical

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Basseterre, Saint Kitts & Castries

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

From $1,099

$1,099 · $157/night · typical price · ↓9% below typical

$157/night

Typical price

↓9% below typical

MSC World Europa • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

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

Great balance

From $1,069

$1,069 · $153/night · typical price · ↓3% below typical

$153/night

Typical price

↓3% below typical

MSC World Europa • MSC Cruises

7-night Transatlantic Crossing via Castries, Bridgetown & Saint George

Mar 21, 2027 → Mar 28, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,069

$1,069 · $153/night · typical price · ↓3% below typical

$153/night

Typical price

↓3% below typical

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Jan 9, 2027 → Jan 16, 2027 • Fort-de-France ↔

Great balance

From $965

$965 · $138/night · typical price · ↓5% below typical

$138/night

Typical price

↓5% below typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $915

$915 · $131/night · typical price

$131/night

Typical price

Emerald Princess • Princess Cruises

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

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

Great balance

From $1,065

$1,065 · $152/night · typical price · ↑9% above typical

$152/night

Typical price

↑9% above typical

Emerald Princess • Princess Cruises

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

Mar 5, 2028 → Mar 12, 2028 • San Juan ↔

From $1,115

$1,115 · $159/night · typical price · ↑5% above typical

$159/night

Typical price

↑5% above typical

Emerald Princess • Princess Cruises

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

Mar 19, 2028 → Mar 26, 2028 • San Juan ↔

Great balance

From $1,105

$1,105 · $158/night · typical price · ↑4% above typical

$158/night

Typical price

↑4% above typical