STAR COLLECTOR: GRAND CARIBBEAN ADVENTURE

  • Wind Surf
  • 56 days
  • St. Maarten to St. Maarten
Itinerary & Ports

Star Collector: Grand Caribbean Adventure

  • Wind Surf
  • 56 days
  • St. Maarten to St. Maarten
select departure date:
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date
port
arrive
depart
Jan 4 Sat
7:00 PM
 
Jan 5 Sun
8:00 AM
10:00 PM
 
Jan 6 Mon
At Sea
Jan 7 Tue
8:00 AM
6:00 PM
 
Jan 7 Tue
7:00 PM
11:59 PM
Jan 8 Wed
12:01 AM
3:00 PM
Jan 8 Wed
6:00 PM
11:59 PM
Jan 9 Thu
12:01 AM
5:00 PM
Jan 10 Fri
8:00 AM
10:00 PM
Jan 11 Sat
6:00 AM
11:59 PM
 
Jan 12 Sun
7:00 AM
10:00 PM
 
Jan 13 Mon
8:00 AM
6:00 PM
Jan 14 Tue
8:00 AM
11:00 PM
Jan 15 Wed
12:30 PM
10:00 PM
 
Jan 16 Thu
8:00 AM
5:00 PM
 
Jan 17 Fri
7:00 AM
4:00 PM
 
Jan 18 Sat
5:00 AM
6:00 PM
 
Jan 19 Sun
9:00 AM
11:00 PM
 
Jan 20 Mon
8:00 AM
4:00 PM
 
Jan 20 Mon
6:00 PM
11:59 PM
 
Jan 21 Tue
12:01 AM
6:00 PM
 
Jan 22 Wed
8:00 AM
10:00 PM
Jan 23 Thu
8:00 AM
6:00 PM
 
Jan 24 Fri
7:00 AM
2:00 PM
 
Jan 25 Sat
6:00 AM
6:00 PM
 
Jan 26 Sun
8:00 AM
5:00 PM
Jan 27 Mon
8:00 AM
6:00 PM
 
Jan 28 Tue
8:00 AM
4:00 PM
 
Jan 29 Wed
At Sea
Jan 30 Thu
1:00 PM
10:00 PM
 
Jan 31 Fri
8:00 AM
6:00 PM
 
Feb 1 Sat
6:00 AM
6:00 PM
 
Feb 2 Sun
At Sea
Feb 3 Mon
7:00 AM
6:00 PM
 
Feb 4 Tue
8:00 AM
3:30 PM
 
Feb 5 Wed
At Sea
Feb 6 Thu
12:00 PM
5:30 PM
 
Feb 7 Fri
6:00 AM
6:00 PM
 
Feb 8 Sat
At Sea
Feb 9 Sun
8:00 AM
7:59 AM
 
Feb 10 Mon
7:00 AM
4:00 PM
 
Feb 11 Tue
10:00 AM
4:00 PM
 
Feb 12 Wed
1:00 PM
7:00 PM
 
Feb 13 Thu
At Sea
Feb 14 Fri
At Sea
Feb 15 Sat
9:00 AM
5:00 PM
 
Feb 16 Sun
9:00 AM
7:00 PM
 
Feb 17 Mon
8:00 AM
5:00 PM
 
Feb 18 Tue
8:00 AM
6:00 PM
 
Feb 19 Wed
At Sea
Feb 20 Thu
8:00 AM
6:00 PM
 
Feb 21 Fri
7:00 AM
1:00 PM
 
Feb 22 Sat
12:00 PM
6:00 PM
 
Feb 23 Sun
At Sea
Feb 24 Mon
1:00 PM
10:00 PM
 
Feb 25 Tue
At Sea
Feb 26 Wed
At Sea
Feb 27 Thu
8:00 AM
11:59 PM
Feb 28 Fri
8:00 AM
5:00 PM
Feb 29 Sat
6:00 AM
 
SAT JAN 4
TO 7:00 PM St. Maarten

day 1 Philipsburg, St. Maarten


Philipsburg, St. Maarten
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
SUN JAN 5
8:00 AM TO 10:00 PM Falmouth Harbour

day 2 Falmouth Harbour, Antigua


Falmouth Harbour, Antigua
It’s said that Antigua has 365 beaches – one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
TUE JAN 7
8:00 AM TO 6:00 PM Road Town

day 4 Road Town, Tortola, British Virgin Islands


Road Town
Situated on lovely horseshoe-shaped Road Harbour, Road Town offers a variety of shops along the harbor’s edge, including the charming Crafts Alive Village, a collection of small shops offering a variety of local crafts and the Village Cay Complex with restaurants and bars full of local flavor.  Other sites to see include Main Street, The Old Government House and Waterfront Drive.
TUE JAN 7
7:00 PM TO 11:59 PM Jost Van Dyke, Great Harbour

day 4 Jost Van Dyke, Great Harbour, B.V.I.


Jost Van Dyke, Great Harbour, B.V.I.
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor. 
WED JAN 8
12:01 AM TO 3:00 PM Jost Van Dyke, Great Harbour

day 5 Jost Van Dyke, Great Harbour, B.V.I.


Jost Van Dyke, Great Harbour, B.V.I.
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor. 
WED JAN 8
6:00 PM TO 11:59 PM Virgin Gorda

day 5 Virgin Gorda, B.V.I.


Virgin Gorda, B.V.I.
A beautiful coral reef wavers just beneath you as your ship makes the break into exclusive North Sound. You can imagine the reaction of the locals watching from The Bitter End Yacht Club as your ship comes around the corner under full canvas. At the other end of the island lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
THU JAN 9
12:01 AM TO 5:00 PM Virgin Gorda

day 6 Virgin Gorda, B.V.I.


Virgin Gorda, B.V.I.
A beautiful coral reef wavers just beneath you as your ship makes the break into exclusive North Sound. You can imagine the reaction of the locals watching from The Bitter End Yacht Club as your ship comes around the corner under full canvas. At the other end of the island lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
FRI JAN 10
8:00 AM TO 10:00 PM Gustavia

day 7 Gustavia, St. Barthélemy


Gustavia, St. Barthélemy
Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by. 
SAT JAN 11
6:00 AM TO 11:59 PM St. Maarten

day 8 Philipsburg, St. Maarten


Philipsburg, St. Maarten
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
SUN JAN 12
7:00 AM TO 10:00 PM Basseterre

day 9 Basseterre, St. Kitts


Basseterre, St. Kitts
With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean’s small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site. 
MON JAN 13
8:00 AM TO 6:00 PM Little Bay

day 10 Little Bay, Montserrat, BWI


Little Bay, Montserrat, BWI
Today we visit “Pompeii of the Caribbean”—an island that is half lush and green, half gray and covered in ash by a volcano in 1995. And if a half-buried city isn’t intriguing enough, there are black-sand beaches and a perplexing Irish heritage to explore.
TUE JAN 14
8:00 AM TO 11:00 PM Gustavia

day 11 Gustavia, St. Barthélemy


Gustavia, St. Barthélemy
Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by. 
WED JAN 15
12:30 PM TO 10:00 PM Deshaies

day 12 Deshaies, Guadeloupe


Deshaies, Guadeloupe
Situated near the Grand Anse beach, Deshaies has the deepest bay of all the Caribbean coasts with the best natural protection which made it a shelter for pirates of days gone by and is said to still be housing treasures on the Island. Grand Anse beach is one of the most beautiful of the islands with its over half a mile of fine golden sand and coconut palms.
THU JAN 16
8:00 AM TO 5:00 PM Roseau

day 13 Roseau, Dominica


Roseau, Dominica
Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you’re up for an optional hike, don’t miss Boiling Lake and the Valley of Desolation at Dominica’s Morne Trois Pitons National Park, a UNESCO World Heritage Site. 
FRI JAN 17
7:00 AM TO 4:00 PM Pigeon Island

day 14 Pigeon Island, St. Lucia


Pigeon Island, St. Lucia
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
SAT JAN 18
5:00 AM TO 6:00 PM Bridgetown

day 15 Bridgetown, Barbados


Bridgetown, Barbados
Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.
SUN JAN 19
9:00 AM TO 11:00 PM Anse Mitan

day 16 Anse Mitan, Martinique


Anse Mitan, Martinique
Martinique offers a delightful and distinctive blend of French and Caribbean influences, with a bounty of historical sites, museums and a wide array of excellent shopping. Be sure to take a tour of the beautiful Jardin de Balata Botanical Gardens with exotic plants from around the world and a treetop walkway affording mountain views.
MON JAN 20
8:00 AM TO 4:00 PM Castries

day 17 Castries, St. Lucia


Castries, St. Lucia
The capital and largest city of St. Lucia is a bustling port where shoppers flock.  Most of the city’s historic buildings were destroyed in major fires between 1785 and 1948 but you’ll see the beautiful, scenic backdrop of Morne Fortune (elev. 2,795 ft.) and the bustling harbor.  Visit the Castries Market for handicrafts, fruits and vegetables, see the murals painted by a local artist and housed in the Cathedral of the Immaculate Conception, and check out one of the many restaurants or Derek Walcott Square.
MON JAN 20
6:00 PM TO 11:59 PM Pigeon Island

day 17 Pigeon Island, St. Lucia


Pigeon Island, St. Lucia
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
TUE JAN 21
12:01 AM TO 6:00 PM Pigeon Island

day 18 Pigeon Island, St. Lucia


Pigeon Island, St. Lucia
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
WED JAN 22
8:00 AM TO 10:00 PM Bequia

day 19 Bequia, St. Vincent & the Grenadines


Bequia, St. Vincent & the Grenadines
The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia’s whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island’s famed model boat builders at work on their miniature masterpieces. 
THU JAN 23
8:00 AM TO 6:00 PM Mayreau

day 20 Mayreau, St. Vincent Grenadines


Mayreau, St. Vincent Grenadines
With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform. 
FRI JAN 24
7:00 AM TO 2:00 PM St. George's

day 21 St. George's, Grenada


St. George's, Grenada
Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must. 
SAT JAN 25
6:00 AM TO 6:00 PM Bridgetown

day 22 Bridgetown, Barbados


Bridgetown, Barbados
Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.
SUN JAN 26
8:00 AM TO 5:00 PM Man-O-War Bay

day 23 Man-O-War Bay, Charlotteville, Tobago


Man-O-War Bay, Charlotteville, Tobago
Listen for the sound of a conch announcing the return of the fishing boats. Bobbing next to us are flotillas of pelicans – hinting at the excellent snorkeling waiting for you here and in neighboring Pirate’s Bay. 
MON JAN 27
8:00 AM TO 6:00 PM Mayreau

day 24 Mayreau, St. Vincent Grenadines


Mayreau, St. Vincent Grenadines
With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform. 
TUE JAN 28
8:00 AM TO 4:00 PM Soufriere

day 25 Soufriere, St. Lucia


Soufriere, St. Lucia
Nestled in the shadows of the UNESCO Pitons, Soufriere represents the heart and soul of St. Lucia. The tiny town center is full of street vendors and stores and some of the best resorts on the island can be found here. Nearby are secluded waterfalls and the waters here boast some of the best diving around. Sights to see include the Edmund Rainforest Trail, fond Doux Holiday plantation, Robot Estate and the Gros Piton Nature Trail.
THU JAN 30
1:00 PM TO 10:00 PM Kralendijk

day 27 Kralendijk, Bonaire


Kralendijk, Bonaire
The ice cream colors of the stucco houses will draw your lens, as will the pink flamingos on the salt pans. But you’ll need a waterproof camera to complete the portrait since more than 400 fish species and 50 types of coral wait beneath the surface. 
FRI JAN 31
8:00 AM TO 6:00 PM Willemstad

day 28 Willemstad, Curacao


Willemstad, Curacao
Savor the pastel colors of the historic UNESCO site Old Town and the way the elaborate Dutch gables cut baroque curlicues from the sky. It’s the perfect appetizer for a day of watersports or an adventure below ground at the magical Hato Caves—filled with eerie limestone formations and ancient petroglyphs.
SAT FEB 1
6:00 AM TO 6:00 PM Oranjestad

day 29 Oranjestad, Aruba


Oranjestad, Aruba
Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just … take it easy. Walk through town to choose your favorite carved wooden door, or spend the day like the Arubans do playing dominos at a beachside table. 
MON FEB 3
7:00 AM TO 6:00 PM Santa Marta

day 31 Santa Marta, Colombia


Santa Marta, Colombia
Romantic Santa Marta has it all: history (Colombia’s oldest city), natural beauty (from gentle bays and beaches to the highest coastal mountain range in the world), and its very own celebrity. Simon Bolivar  (“The Liberator”) is known as the George Washington of South America, and this was his Mount Vernon. Visit his beautiful estate or head to one of  the two UNESCO Biosphere Reserves nearby.  
TUE FEB 4
8:00 AM TO 3:30 PM Cartegena

day 32 Cartagena, Colombia


Cartagena, Colombia
Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.
THU FEB 6
12:00 PM TO 5:30 PM Bocas del Toro

day 34 Bocas del Toro, Panama


Bocas del Toro
Bocas del Toro on Bastimentos island was visited by Columbus in 1502 and then built up with colorful and Caribbean-style clapboard houses by the United Fruit Company in the early 20th century.   Situated on the beautiful Bocas del Toro archipelago, the laid-back and friendly community is a great combination of races and ethnicities living harmoniously. West Indians, Latinos and Extraneros (the resident gringos) make this an easy place to feel right at home and embrace the relaxed Caribbean vibe of the town. Not far from town is the Smithsonian Tropical Research Institute, as well as two national parks, La Amistad and many banana plantations. We will anchor at Red Frog Marina, considered to have the finest beaches of Panama.
FRI FEB 7
6:00 AM TO 6:00 PM Puerto Limón/Moin

day 35 Puerto Limón/Moin, Costa Rica


Puerto Limón/Moin, Costa Rica
As the most important port of Costa Rica, Puerto Limon has a long history dating back to when Columbus landed here in 1502. Used initially for exporting bananas and grains, Puerto Limon is now more famous for its cashews and its unique architecture. This area is well known also for it amazing national parks, pristine beaches and fun surf. Parque Vargas offers an impressive view over the Atlantic and Veragua Rainforest Park includes the largest indoor nocturnal frog exhibit.
SUN FEB 9
8:00 AM TO 7:59 AM Gatun Lake

day 37 Gatun Lake


Gatun Lake
Gatun Lake is almost 21 miles of the Panama Canal water passage and permits ship transit in both directions between the Atlantic and the Pacific Oceans. This man-made lake was created in 1913, was, at that time, the largest man-made lake in the world. Gatun Lakes other important role is that it also serves as the reservoir of water for the canal locks.
MON FEB 10
7:00 AM TO 4:00 PM Colón

day 38 Colón, Panama


Colón, Panama
Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy. 
TUE FEB 11
10:00 AM TO 4:00 PM Bocas del Toro

day 39 Bocas del Toro, Panama


Bocas del Toro
Bocas del Toro on Bastimentos island was visited by Columbus in 1502 and then built up with colorful and Caribbean-style clapboard houses by the United Fruit Company in the early 20th century.   Situated on the beautiful Bocas del Toro archipelago, the laid-back and friendly community is a great combination of races and ethnicities living harmoniously. West Indians, Latinos and Extraneros (the resident gringos) make this an easy place to feel right at home and embrace the relaxed Caribbean vibe of the town. Not far from town is the Smithsonian Tropical Research Institute, as well as two national parks, La Amistad and many banana plantations. We will anchor at Red Frog Marina, considered to have the finest beaches of Panama.
WED FEB 12
1:00 PM TO 7:00 PM Isla San Andres

day 40 Isla San Andres, Colombia


Isla San Andres, Colombia
At 10 square miles, the small island of San Andrés is considered a Colombia hot spot. The island, part of a UNESCO Biosphere Reserve, is multicultural and bilingual with the best beaches, and snorkeling spots. It’s a highlight to snorkel with puffer fish, angel fish, sea turtles and eels in the crystal-clear turquoise waters surrounding the island.
SAT FEB 15
9:00 AM TO 5:00 PM Roatan

day 43 Roatan, Honduras


Roatan, Honduras
The ocean playground around Roatan is part of the huge Mesoamerican Barrier Reef. These protected waters provide excellent snorkeling, kayaking, swimming with dolphins and other marine life and pristine powdery white beaches. Sample tradition island cuisine like conch, baleadas or pastilles in one of the many excellent cafes accompanied by delicious Honduran coffee
SUN FEB 16
9:00 AM TO 7:00 PM Belize City

day 44 Belize City, Belize


Belize City, Belize
With an origin as a logging camp and exporter of mahogany, Belize City is known now as the gateway to lovely nature and beautiful offshore islands. But stay in town long enough to check out the Swing Bridge – the only functioning manually operated bridge in the world. Then find the Cave Branch River for a float through ancient Mayan caves or visit the howler monkeys at the Community Baboon Sanctuary.
MON FEB 17
8:00 AM TO 5:00 PM Costa Maya

day 45 Costa Maya, Mexico


Costa Maya, Mexico
Costa Maya is the closest gateway to the Chaccoben Mayan Ruins some of which you can climb to get an amazing view. The port features interesting shopping, local artisans and good restaurant and bars. It is part of the massive Mesoamerican Barrier Reef and the Banco Chinchorro Biosphere Reserve, home to sharks, dolphins and turtles and the Sian Ka’an Biosphere Reserve where jaguars, monkeys and hundreds of bird species live.
TUE FEB 18
8:00 AM TO 6:00 PM Cozumel

day 46 Cozumel, Mexico


Cozumel, Mexico
The Mesamerican Barrier Reef spans 14 miles around the Mexican island of Cozumel and the impressive marine diversity here makes it an excellent place for snorkeling and diving. Chankanaab, an eco-park surrounding a lagoon offers underwater caverns that are home to dolphins, manatees and sea turtles.  Or take a ferry ride over to the mainland to explore the beaches of Playa del Carmen.
THU FEB 20
8:00 AM TO 6:00 PM Grand Cayman

day 48 Grand Cayman, Cayman Islands


Grand Cayman, Cayman Islands
The largest of the Cayman Islands, Grand Cayman is known for its beautiful beaches and coral reefs. Seven Mile Beach, for one is a long stretch of white sand, calm turquoise waters and shops and restaurants. Stingray City is the most popular attraction where the stingrays can be touched, fed and even held. The island has one cross-country walking path, the Mastic Trail and horseback riding on the beach may be the best way to experience the beauty of this place.
FRI FEB 21
7:00 AM TO 1:00 PM Cayman Brac

day 49 Cayman Brac, Cayman Islands


Cayman Brac, Cayman Islands
On tiny Cayman Brac, The Bluff, a limestone cliff running the length of the island contains numerous caves including the Bat Cave. It is a nature lover’s dream of lovely secluded beaches and lush green forests. Birdwatchers can search for endangered parrots, brown boobies and peregrine falcons or see the parrots at the Parrot Reserve. The hiking trails that crisscross the island lead to historic sites, reptilian habitats and unusual flora.
SAT FEB 22
12:00 PM TO 6:00 PM Port Antonio

day 50 Port Antonio, Jamaica


Port Antonio, Jamaica
Known as the gateway to the nearby Reach Falls, with its series of cascades tumbling from pool to pool, John Crow Mountains and tropical jungles, Port Antonio is a delightful hodgepodge of markets, street vendors, greenery, beaches and Georgian architecture. Experience the fun of taking a bamboo raft down the Rio River and don’t miss the world famous bottomless Blue Lagoon.
MON FEB 24
1:00 PM TO 10:00 PM Santo Domingo

day 52 Santo Domingo, Dominican Republic


Santo Domingo, Dominican Republic
La Capital, as Santo Domingo is affectionately known, is a UNESCO site and one of the oldest cities in the Caribbean, with Zona Colonial buildings dating back to the 1500s. Santo Domingo is also considered the most modern metropolis in the Caribbean doing a great job of converging old and new.  At the heart of the Zona Colonial, a pedestrian-friendly maze of cobblestones and interesting architecture is the first cathedral built in the New World. Find time to sample the aromatic coffee and cacao.
THU FEB 27
8:00 AM TO 11:59 PM Jost Van Dyke, Great Harbour

day 55 Jost Van Dyke, Great Harbour, B.V.I.


Jost Van Dyke, Great Harbour, B.V.I.
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor. 
FRI FEB 28
8:00 AM TO 5:00 PM Virgin Gorda

day 56 Virgin Gorda, B.V.I.


Virgin Gorda, B.V.I.
A beautiful coral reef wavers just beneath you as your ship makes the break into exclusive North Sound. You can imagine the reaction of the locals watching from The Bitter End Yacht Club as your ship comes around the corner under full canvas. At the other end of the island lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
SAT FEB 29
6:00 AM TO St. Maarten

day 57 Philipsburg, St. Maarten


Philipsburg, St. Maarten
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

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