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Explora III

14-night Eastern Caribbean Loop via Providenciales, Puerto Plata & Road Bay

Nov 8, 2026 → Nov 22, 2026 • Miami ↔

From $9,320

$666/night

Typical price

↓1% below typical

SeaDream Yacht Club

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc: Road Bay, Charlestown & Saint-Barthélemy

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

1% below typical

From $4,659

$666/night

Typical price

↓1% below typical

Crystal Cruises

Crystal Symphony • Crystal Cruises

7-night Eastern Caribbean Arc via Jost Van Dyke & Antigua

Nov 4, 2026 → Nov 11, 2026 • San Juan → Fort Lauderdale

From $3,500

$500/night

Crystal Cruises

Crystal Serenity • Crystal Cruises

5-night ABC Islands One-Way via Jost Van Dyke & Oranjestad

Nov 27, 2026 → Dec 2, 2026 • San Juan → Cartagena

From $2,600

$520/night

Crystal Cruises

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

Ponant Cruises

Le Bougainville • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Spanish Town & Saint-Barthélemy

Dec 16, 2026 → Dec 23, 2026 • Fort-de-France ↔

Great balance

From $5,665

$809/night

Explora III

7-night Itinerary TCPLS-DOPOP-DOLRM-VGJVD-BLSBH

Nov 8, 2026 → Nov 15, 2026 • Miami → San Juan

$747 above typical

From $5,440

$777/night

Priced high

↑16% above typical

SeaDream Yacht Club

SeaDream I • SeaDream Yacht Club

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

Mar 13, 2027 → Mar 20, 2027 • Bridgetown → San Juan

$713 above typical

From $5,519

$788/night

Priced high

↑15% above typical

Ponant Cruises

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Spanish Town & Saint-Barthélemy

Dec 8, 2027 → Dec 15, 2027 • Fort-de-France ↔

From $4,525

$646/night

Ponant Cruises

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Jost Van Dyke & Saint-Barthélemy

Dec 22, 2027 → Dec 29, 2027 • Fort-de-France ↔

From $4,525

$646/night

Ponant Cruises

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Arc via Deshaies & Little Bay

Jan 5, 2028 → Jan 12, 2028 • Fort-de-France → La Romana

From $4,525

$646/night

Explora III

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

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

$537 above typical

From $6,040

$755/night

Typical price

↑10% above typical

Explora III

15-night Eastern Caribbean Arc via Road Bay, Saint John's & Basseterre, Saint Kitts

Dec 13, 2026 → Dec 28, 2026 • San Juan ↔

$842 above typical

From $11,160

$744/night

Typical price

↑8% above typical

Emerald Cruises

Emerald Kaia • Emerald Cruises

5-night Eastern Caribbean Loop via Jost Van Dyke & Spanish Town

Jan 3, 2028 → Jan 8, 2028 • San Juan ↔

$360 above typical

From $5,076

$1,015/night

Typical price

↑8% above typical

Ponant Cruises

Le Bougainville • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Spanish Town & Saint-Barthélemy

Jan 13, 2027 → Jan 20, 2027 • Fort-de-France ↔

Great balance

From $5,539

$791/night

Emerald Cruises

Emerald Kaia • Emerald Cruises

5-night Eastern Caribbean Loop via Jost Van Dyke & Spanish Town

Feb 5, 2028 → Feb 10, 2028 • San Juan ↔

$279 above typical

From $5,076

$1,015/night

Typical price

↑6% above typical

Seabourn

Seabourn Quest • Seabourn

10-night Eastern Caribbean Loop via Road Bay, Little Bay & South Friars Bay

Dec 18, 2027 → Dec 28, 2027 • Miami ↔

$285 above typical

From $5,498

$550/night

Typical price

↑5% above typical

Seabourn

Seabourn Quest • Seabourn

10-night Eastern Caribbean Loop via San Juan, South Friars Bay & Little Bay

Dec 28, 2027 → Jan 7, 2028 • Miami ↔

$285 above typical

From $5,498

$550/night

Typical price

↑5% above typical

Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Southern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Castries

Feb 16, 2027 → Feb 26, 2027 • Bridgetown → San Juan

From $7,500

$750/night

Ponant Cruises

Le Bougainville • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Spanish Town & Saint-Barthélemy

Jan 27, 2027 → Feb 3, 2027 • Fort-de-France ↔

Great balance

From $5,254

$751/night

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