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Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing

Summary

Cruise from Portugal across the Atlantic to white Caribbean beaches, vibrant tropical fish and savory West Indies cuisine during this 19-day transatlantic crossing. Relax, unwind and refocus with back-to-back spa days throughout your ocean crossing and dine on award-winning meals. Relive history while sailing aboard a former America's Cup competition sailboat or cook up delicious French meals with a certified chef in Philipsburg, St. Maarten. Roll out in offroad vehicles for an unrushed day of snorkeling on Tortola's secluded beaches. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. Snorkel above colorful coral and dizzying schools of curious fish on Virgin Gorda in the British Virgin Islands. Glide over a sunken ship in a semi-submersible and take in a glowing Caribbean sunset during a catamaran cruise off Gustavia's tropical beaches on St. Barts.

Cruise line Windstar Cruises

Ship Wind Surf

Duration 22 nights

Type Ocean Cruise

Regions Transatlantic

Itinerary & Map

Philipsburg → Lisbon 23 days · 9 ports · 2 sea days
Day 1 Philipsburg Embark

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...

Full description
Day 2 At Sea
Day 3 Gustavia

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...

Full description
Day 4 Sopers Hole, Tortola and Great Harbour, Jost Van Dyke
Day 5 Great Harbour, Jost Van Dyke

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 ya...

Full description
Day 6 At Sea
Day 7 Road Bay
Day 8 Philipsburg

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...

Full description
Day 19 Porto Santo Island
Day 20 Funchal, Madeira

Formed by a volcanic eruption, Madeira lies in the Gulf Stream, about 500 miles due west of Casablanca. Discovered by Portuguese explorer João Gonçalves Zarco i...

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Day 23 Lisbon Disembark

Set on seven hills on the banks of the River Tagus, Lisbon has been the capital of Portugal since the 13th century. It is a city famous for its majestic archite...

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Scroll for all 23 days
Route overview map
Day 1 Philipsburg Embark

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...

Full description
Day 2 At Sea
Day 3 Gustavia

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...

Full description
Day 4 Sopers Hole, Tortola and Great Harbour, Jost Van Dyke
Day 5 Great Harbour, Jost Van Dyke

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 ya...

Full description
Day 6 At Sea
Day 7 Road Bay
Day 8 Philipsburg

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...

Full description
Day 19 Porto Santo Island
Day 20 Funchal, Madeira

Formed by a volcanic eruption, Madeira lies in the Gulf Stream, about 500 miles due west of Casablanca. Discovered by Portuguese explorer João Gonçalves Zarco i...

Full description
Day 23 Lisbon Disembark

Set on seven hills on the banks of the River Tagus, Lisbon has been the capital of Portugal since the 13th century. It is a city famous for its majestic archite...

Full description

Philipsburg

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.

Gustavia

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

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.

Funchal, Madeira

Formed by a volcanic eruption, Madeira lies in the Gulf Stream, about 500 miles due west of Casablanca. Discovered by Portuguese explorer João Gonçalves Zarco in 1419, this beautiful island became part of Portugal’s vast empire and was named for the dense forest which cloaked it - 'Madeira' means 'wood' in Portuguese. Sugar plantations first brought wealth here, and when King Charles II of England granted an exclusive franchise to sell wine to England and its colonies, many British emigrants were drawn to the capital, Funchal. Today’s travellers come to Madeira for the varied and luxuriant scenery, from mountain slopes covered with vines to picturesque villages and a profusion of wild flowers. The natural beauty of the island has earned it many pseudonyms such as ‘The Floating Garden of the Atlantic’, 'The Island of Eternal Springtime' and ‘God’s Botanical Gardens’ and our selection of excursions aim to show you why.

Lisbon

Set on seven hills on the banks of the River Tagus, Lisbon has been the capital of Portugal since the 13th century. It is a city famous for its majestic architecture, old wooden trams, Moorish features and more than twenty centuries of history. Following disastrous earthquakes in the 18th century, Lisbon was rebuilt by the Marques de Pombal who created an elegant city with wide boulevards and a great riverfront and square, Praça do Comércio. Today there are distinct modern and ancient sections, combining great shopping with culture and sightseeing in the Old Town, built on the city's terraced hillsides. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.

Date & price

Departs

Sun 12 Mar 2028

from £3,249 pp

Enquire now Call 020 7590 0610

Per person, based on two sharing, cruise only. Updated daily and confirmed when you book.

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Sun 12 Mar 2028
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