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Cruise itinerary

Leeward islands odyssey

Ask your friends: Should I go?

Ship: Seven Seas Grandeur (details)
Cruise line: Regent Seven Seas Cruises

Departure date: Tuesday, February 10, 2026
Return date: Saturday, February 21, 2026
Departure port: Miami
Ports of call: Great Stirrup Cay, San Juan, Tortola, Gustavia, St. John's, Castries, Philipsburg
Return port: Miami

Prices:

Suite $6,899

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Outside $8,749

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Cruiseable's travel advisors can often find you additional savings & lower fares than the public prices listed here.

Day Location

1
Miami
2
Great Stirrup Cay
3
Cruising The Atlantic Ocean
4
San Juan
5
Tortola
6
Gustavia
7
St. John's
8
Castries
9
Philipsburg
10
Cruising The Atlantic Ocean
11
Cruising The Bahamian Waters
12
Miami

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.

Guard bunks at historic Castillo de San Cristóbal in Old San Juan, Puerto Rico. Completed by Spanish forces in 1783, it was the largest fortification built by Spain in the New World.

Catedral Santiago Apóstol in Fajardo, along the northeast coast of Puerto Rico.

This bronze fountain "Raíces" (for "Roots") in Old San Juan celebrates Puerto Rico’s rich cultural diversity and historical heritage.

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

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

Avocado gazpacho at Toro Salao on Calle Tetuan in Old San Juan, Puerto Rico.

Colorful al fresco dining in Old San Juan, Puerto Rico.

Balconies on Calle San Sebastian in Old San Juan, Puerto Rico, a UNESCO World Heritage Site.

Near Cupecoy Beach, St. Maarten.

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

The New World's oldest governor's mansion is still in use. Some 150 consecutive governors have served over the past 300 years. It's at the west end of Calle Fortaleza in Old San Juan, Puerto Rico.

West of San Cristóbal along the coastline is the neighborhood of La Perla in Old San Juan, Puerto Rico. It's part of the area's UNESCO World Heritage Site.

Ruins of the Annaberg Sugar Plantation on St. John, US Virgin Islands.

A dramatic landscape 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.

Fort San Felipe del Morro in Old San Juan, Puerto Rico, a UNESCO World Heritage Site.

Selling textiles in St. Maarten in the Caribbean.

Closeup of a green turtle grazing on the sea floor in the US Virgin Islands.