Explora III
16-night Eastern Caribbean Arc via Cruz Bay, Saint John, Saint-Barthélemy & Saint John's
Jan 5, 2027 → Jan 21, 2027 • Miami ↔
From $11,260
$704/night
Typical price
↓3% below typical
View by
134 total
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Cruz Bay, Saint John
Jun 10, 2027 → Jun 24, 2027 • Bridgetown ↔
From $1,658
$118/night
Explora III
14-night Eastern Caribbean Loop via Road Bay, Saint John's & Cruz Bay, Saint John
Nov 15, 2026 → Nov 29, 2026 • San Juan ↔
From $9,040
$646/night
Typical price
↓4% below typical
Explora I • Explora Journeys
15-night Western Caribbean Arc via Cozumel, Puerto Santo Tomás de Castilla & Cruz Bay, Saint John
Dec 5, 2026 → Dec 20, 2026 • Miami → San Juan
From $8,360
$557/night
Typical price
↓3% 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 ↔
From $9,160
$654/night
Typical price
↓2% below typical
Silver Ray • Silversea Cruises
8-night Eastern Caribbean Arc via Cruz Bay, Saint John & Fort-de-France
Dec 26, 2027 → Jan 3, 2028 • San Juan → Miami
From $7,400
$925/night
Explora II • Explora Journeys
7-night Eastern Caribbean Arc via Puerto Plata & Cruz Bay, Saint John
Dec 12, 2027 → Dec 19, 2027 • Miami → San Juan
From $4,020
$574/night
Typical price
↓1% below typical
Crystal Symphony • Crystal Cruises
7-night Eastern Caribbean Arc via Jost Van Dyke & Cruz Bay, Saint John
Dec 13, 2026 → Dec 20, 2026 • San Juan → Fort Lauderdale
From $3,500
$500/night
Seven Seas Prestige • Regent Seven Seas Cruises
11-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Castries
Dec 7, 2027 → Dec 18, 2027 • Miami ↔
From $7,874
$716/night
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Bridgetown
Nov 15, 2026 → Nov 22, 2026 • San Juan ↔
From $1,839
$263/night
Priced high
↑50% above typical
Explora III
7-night Eastern Caribbean Arc via Tortola & Cruz Bay, Saint John
Jan 29, 2027 → Feb 5, 2027 • San Juan → Miami
From $6,460
$923/night
Priced high
↑28% above typical
Explora II • Explora Journeys
7-night Eastern Caribbean Arc via Tortola & Cruz Bay, Saint John
Dec 19, 2027 → Dec 26, 2027 • San Juan → Miami
From $5,160
$737/night
Priced high
↑28% above typical
Norwegian Dawn • Norwegian Cruise Line
12-night Eastern Caribbean Loop via Great Stirrup Cay, Puerto Plata & Cruz Bay, Saint John
Jan 2, 2028 → Jan 14, 2028 • Jacksonville ↔
From $1,389
$116/night
Priced high
↑26% above typical
Explora IV
7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John
Dec 23, 2027 → Dec 30, 2027 • Miami → San Juan
From $4,900
$700/night
Priced high
↑25% above typical
Explora III
7-night Eastern Caribbean Arc via Philipsburg & Cruz Bay, Saint John
Feb 5, 2027 → Feb 12, 2027 • Miami → San Juan
From $6,075
$868/night
Priced high
↑24% above typical
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau
Jan 31, 2027 → Feb 7, 2027 • San Juan ↔
From $899
$128/night
Priced high
↑23% above typical
Explora I • Explora Journeys
7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut
Dec 13, 2026 → Dec 20, 2026 • Miami → San Juan
From $4,920
$703/night
Priced high
↑22% above typical
Explora I • Explora Journeys
7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Road Bay
Mar 1, 2027 → Mar 8, 2027 • San Juan → Miami
From $4,875
$696/night
Priced high
↑20% above typical
Explora III
7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John
Feb 12, 2027 → Feb 19, 2027 • San Juan → Miami
From $5,780
$826/night
Priced high
↑18% above typical
Valiant Lady • Virgin Voyages
7-night ABC Islands Loop via Willemstad & Cruz Bay, Saint John
Mar 27, 2027 → Apr 3, 2027 • San Juan ↔
From $1,708
$244/night