6 nights onboard Star Pride

San Juan & the Virgin Islands

Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you're shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen - like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat. Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant ship is already there.
Leaving from: San Juan
Cruise ship: Star Pride
Visiting: San Juan Philipsburg Charlestown Gustavia
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Windstar Cruises

Windstar Cruises operates a fleet of small luxury cruise ships. The cruise line has six yachts - three of which are masted sailing ships - and offers laid-back luxury with a tinge of historic seafaring adventure.

Wind Star and Wind Spirit each carry 148 guests, whereas Wind Surf carries 342. 'Power yachts' Star Pride, Star Breeze and Star Legend all carry 312 passengers. It's a unique experience, by all means!

312
Passengers
204
Crew
1990
Launched
2021
Last refit
12995t
Tonnage
159m
Length
19m
Width
15kts
Speed
6
Decks
USD
Currency
Cruise Itinerary
Day 1
San Juan, Peru
Day 2
Philipsburg, Sint Maarten (Dutch part)
Day 3
Charlestown, Saint Kitts and Nevis
Day 4
Gustavia, Saint Barthélemy
Day 5
Great Harbour, Jost Van Dyke, British Virgin Islands
Day 7
San Juan, Peru
San Juan, Peru image
Day 1
San Juan, Peru
Philipsburg, Sint Maarten (Dutch part) image
Day 2
Philipsburg, Sint Maarten (Dutch part)
The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.
Charlestown, Saint Kitts and Nevis image
Day 3
Charlestown, Saint Kitts and Nevis
Gustavia, Saint Barthélemy image
Day 4
Gustavia, Saint Barthélemy
You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.
Great Harbour, Jost Van Dyke, British Virgin Islands image
Day 5
Great Harbour, Jost Van Dyke, British Virgin Islands
Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island's name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. 'The Painkiller', one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude's in White Bay are renowned for drinks made with the island's famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke's history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural 'bubble pool', a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.
San Juan, Peru image
Day 7
San Juan, Peru
Ship Details
Windstar Cruises
Star Pride

Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbours and hidden coves that others can’t reach.

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