San Juan to San Juan
Ocean Cruise Memorii Pick
Silversea Cruises  ·  Silver Shadow

San Juan to San Juan

From San Juan to San Juan  ·  Caribbean  ·  7 nights

Departure 27 Dec 2026
Return 3 Jan 2027
Duration 7 nights
Ports of call 6 ports
Ship Silver Shadow
Journey type Ocean Cruise
From
$4,465
per person
Request a Proposal
Voyage overview

What this voyage is

Silver Shadow & Whisper are elegant ships carrying just 392 privileged guests each, in beautiful style, with plenty of space and loads of facilities, whilst maintaining a nurturing intimacy.

We do enjoy stepping aboard these sleek ships, the second
generation from Silversea. Whilst maintaining the small ship feel,
they have the space to offer upgraded facilities and choices, not
to mention outstanding levels of service and hospitality, with
Italian flair and a family atmosphere.

Day By Day

Itinerary

1
27 Dec 2026
San Juan

Founded by the Spanish in 1521, Puerto Rico's capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island's population, but the cobbled streets of the Old Town remain the biggest tourist draw. The colonial-era fortifications have been awarded UNESCO World Heritage status, crowned by the imposing waterfront El Morro fortress, and the Old Town is full of attractive, brightly coloured houses. Outside of the Old Town you can find designer shopping on Avenida Ashford, and the north of the city is fringed by beautiful beaches, including fashionable Condado with its hip hotels and bars.

Memory Tip: Our tip Hunt out the very best chuletas Can-Can and pastelillos – local food at its best is great. Don’t settle for sorry imitations.
2
28 Dec 2026
St John

St John is the quietest and least developed of the US Virgin Islands, with two thirds of the island designated as a National Park. There are several hiking trails that showcase the island’s unspoilt natural beauty, and it’s a popular spot for aquatic pursuits including snorkelling, kayaking and scuba diving.

3
29 Dec 2026
Basseterre (Saint Kitts)

Laid back and low key, Saint Kitts is an island typified by rolling green hills, characterful beach bars and the lingering remnants of the sugar cane trade that once dominated here. Attractions include the UNESCO-listed Brimstone Hill fortress, the 18-mile Scenic Railway and the faded Georgian elegance of the capital, Basseterre.

4
30 Dec 2026
Iles des Saintes

Eight tiny islands make up the Iles des Saintes, a sparsely inhabited archipelago off the southern coast of Guadeloupe. The most interesting island is hilly Terre-de-Haut, almost entirely populated by the fair-skinned descendants of Breton sailors and home to a beautiful bay reminiscent of a mini Rio de Janeiro.

5
31 Dec 2026
Bequia

Bequia is an incredibly friendly, laid-back island blessed with pristine golden sand beaches and some excellent restaurants. It’s also a popular sailing destination; the yachts tend to congregate around Admiralty Bay, where you’ll find the little waterfront town of Port Elizabeth.

6
1 Jan 2027
At Sea
7
2 Jan 2027
St Thomas

The busiest and most developed of the Virgin Islands, St. Thomas is nevertheless blessed with typically Caribbean good looks. The main town, Charlotte Amalie, is situated on a perfect natural harbour, and in its colonial heyday its warehouses were filled with indigo, tobacco and cotton.

8
3 Jan 2027
San Juan

Founded by the Spanish in 1521, Puerto Rico’s capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island’s population, but the cobbled streets of the Old Town remain the biggest tourist draw.

Memory Tip: Don't miss Here in Puerto Rico it’s all about the history and the sea – you can’t miss the fabulous beaches, and you will enjoy the historic military buildings.
What is included

Fare inclusions

Alcohol included
Daytime activities
Gratuities included
Meals included
WiFi included
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