San Juan & the Virgin Islands
Ocean Cruise Memorii Pick
Windstar Cruises  ·  Star Legend

San Juan & the Virgin Islands

From San Juan to San Juan  ·  Caribbean  ·  7 nights

Departure 17 Jan 2028
Return 24 Jan 2028
Duration 7 nights
Ports of call 5 ports
Ship Star Legend
Journey type Ocean Cruise
From
$2,376
per person
Request a Proposal
Voyage overview

What this voyage is

Windstar’s Star Plus Class of vessels – Star Pride, Star Legend and Star Breeze – each carry just over 300 guests and are hugely popular for very good reason.

These small ships accommodate 312 guests in large all-suite
accommodation, following the completion of the Star Plus
refurbishment programme in 2021 which saw the ships lengthened.
There’s a choice of restaurants, comfortable lounges, and plenty of
deck space, while the ship’s marina ensures you can enjoy the
complimentary watersports when anchored in hidden bays and tiny
coves.

Day By Day

Itinerary

1
17 Jan 2028
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: 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.
2
18 Jan 2028
At Sea
3
19 Jan 2028
Philipsburg

Philipsburg is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants.

4
20 Jan 2028
Gustavia

Gustavia is the chic and petite capital of Saint Barths, a tiny French Caribbean island that’s renowned as a haunt of the rich and the famous. You can certainly live well here if you’ve got the means, with an array of gourmet restaurants and luxury boutiques aimed squarely at the A-list. The beautiful beaches, on the other hand, are free and open to all.

5
21 Jan 2028
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.

6
22 Jan 2028
Jost Van Dyke

The idyllic island of Jost Van Dyke, named after an early Dutch settler, is known for its laid back vibe and friendly beach bars, including the famous Foxy’s, which counts Keith Richards amongst its past customers. It’s a place to kick back and relax, and the clear blue waters are also perfect for snorkelling.

7
23 Jan 2028
At Sea
8
24 Jan 2028
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: 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.
What is included

Fare inclusions

Alcohol included
Daytime activities
Meals included
Soft drinks, tea and coffee included
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