14 Night Transoceanic Cruise

Silver Shadow

This 14-night Caribbean (Eastern) cruise aboard the Silver Shadow by Silversea Cruises departs San Juan on December 20, 2026, calling at Jost Van Dyke, Montserrat, St. Lucia, and 8 more ports, and returns January 3, 2027. Cabin prices start from $8,600 per person.

Days
14 nights
Departs
Dec 20, 2026
Ports
11
Returns
Jan 3, 2027
Sea days
2
Distance
1,804nm
Itinerary
Embark Port Sea
Day 1
Dec 20
Embark
San Juan, Puerto Rico
dep 19:00

San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.

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Day 2
Dec 21
Jost Van Dyke, British Virgin Islands
arr 08:00 · dep 18:00
Day 3
Dec 22
Montserrat
arr 09:00 · dep 18:30
Day 4
Dec 23
St. Lucia
arr 08:30 · dep 18:00

St. Lucia is one of the Caribbean's most topographically dramatic islands, defined by the twin volcanic peaks of the Pitons rising sharply from the southwestern coast. The Castries cruise port sits on the island's northwest side, with ships docking at either Pointe Seraphine (a duty-free shopping complex within walking distance of downtown Castries) or the La Place Carenage terminal on the opposite side of the harbor.

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Day 5
Dec 24
Fort-de-France, Martinique
arr 08:00 · dep 18:00

Martinique gives you something most Caribbean ports can't: an actual piece of France in the tropics. This is a French overseas department, so the bakeries are real, the wine is good, and the Creole cuisine draws from both metropolitan French technique and Caribbean soul.

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Day 6
Dec 25
At Sea
Day 7
Dec 26
Tortola Island BVI, Road Town, UK Virgin Islands
arr 08:00 · dep 18:00

Tortola is the largest of the British Virgin Islands, a mountainous, lush Caribbean island where Road Town serves as the capital of this British Overseas Territory. The cruise port at Road Town Pier Park handles two large ships simultaneously (up to 180,000 GT).

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Day 8
Dec 27
San Juan, Puerto Rico
arr 07:00

San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.

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Day 9
Dec 28
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 10
Dec 29
Basseterre St Kitts, Port Zante
arr 08:00 · dep 18:00

Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.

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Day 11
Dec 30
Terra de Haut, Guadeloupe
arr 08:00 · dep 17:00
Day 12
Dec 31
Bequia, St Vincent and the Grenadines
arr 08:00 · dep 18:00
Day 13
Jan 1
At Sea
Day 14
Jan 2
St. Thomas (Charlotte Amalie), USVI
arr 08:00 · dep 18:00

St. Thomas cruise port is one of the busiest stops on Eastern Caribbean itineraries and the hub of the US Virgin Islands cruise scene. The port handles two main cruise terminals.

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Day 15
Jan 3
Disembark
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,804nm
At sea
2 of 14 nights
Type
Round-trip
Price history

Balcony cabin

$11,200▲ $1,000 (9.8%) vs Mar 9
Low
$10,100
High
$11,700
Average
$10,806
Vs avg
+4%
$9,940$10,420$10,900$11,380$11,860Mar 9May 12Jul 15$10,200 · Mar 9$10,600 · Mar 26$11,100 · May 3$11,700 · May 4$10,600 · May 6$10,100 · May 7$10,600 · May 19$11,200 · May 27$10,600 · May 28$11,200 · Jun 6$10,600 · Jun 9$10,900 · Jun 12$10,600 · Jun 13$11,200 · Jun 24$10,100 · Jul 2$11,200 · Jul 9$11,200 · Jul 15

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This sailing appears to be sold out. Prices below are the last we saw.
Starting from
$8,600/person
Incl. taxes & port fees
Checked 75 days ago · Jul 15
Last change Jul 9: $10,100 → $11,200 (+$1,100)
Ocean View
$614/night
$8,600
Balcony
$800/night
$11,200
Mini-Suite
Last seen May 29
$14,800
Suite
$2021/night
$28,300

Track prices

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Silver Shadow
Your ship
Silver Shadow
Silversea Cruises · Mega Yacht class · Built 2000
Passengers
388
Tonnage
28,258
Length
186m
Crew
295
Onboard
PoolHot TubBuffetSpecialty RestaurantSteakhouseWine BarChampagne BarLive Music VenueCasinoTheaterCigar LoungeObservation Lounge
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