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21 night star collector spectacular transatlantic journey caribbean to the azores

Ask your friends: Should I go?

Length of cruise: 21 nights
Ship: Wind Surf (details)
Cruise line: Windstar Cruises

Departure port: Philipsburg
Ports of call: St. John- U.S. Virgin Islands, Road Bay (Anguilla), Sopers Hole (Virgin Islands - British), Great Harbour (British Virgin Islands), British Virgin Islands, St. Barts/Gustavia, French West Indies, Ponta Delgada- Sao Miguel- Azores-
Return port: Lisbon

Day Location

1
Philipsburg
2
Philipsburg
3
St. John- U.S. Virgin Islands
4
Road Bay (Anguilla)
5
Sopers Hole (Virgin Islands - British)
6
Great Harbour (British Virgin Islands)
7
British Virgin Islands
8
St. Barts/Gustavia, French West Indies
9
Philipsburg
10
Ponta Delgada- Sao Miguel- Azores-
11
Lisbon
12
Lisbon

Visitors jumping from rocks to the sea in St. Maarten.

Want an adrenaline rush? Head to Loterie Farm for a zipline adventure on St. Maarten.

The overlook at Trunk Bay, with its vivid vista of jungle and water, may be one of your top highlights when visting St. John in the U.S. Virgin Islands.

Selling textiles in St. Maarten in the Caribbean.

Diving into the water from Little Bay Rock in Anguilla. Little Rock is a great, secluded spot for swimming and snorkeling.

Rent a bike and take to the road on St. Maarten.

Grab a towel and hit the beautiful beaches of St. Maarten.

Anagarda in the British Virgin Islands

Swanky Saba Rock Resort in the British Virgin Islands.

A couple in Meads Bay, a wide, pretty, popular beach on the Caribbean island of Anguilla.

Near Cupecoy Beach, St. Maarten.

Go street shopping in St. Barthélemy (aka St. Barts or St. Barths) during a shore excursion on your Windstar cruise.

Necker Island in a sea of turquoise, near Virgin Gorda in the British Virgin Islands.

The Jerónimos Monastery or Hieronymites Monastery in Lisbon, Portugal.

A group of water enthusiasts enjoys an outing on a pleasure craft in Anguilla.

A dramatic landscape on St. Maarten.

Gather a group to kayak the peaceful waters of St. John in the U.S. Virgin Islands.

The Baths on Punta Gorda in the British Virgin Islands.

A beach scene in Anguilla.

Sailing in a bay off the coast of Anguilla.

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