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Cruise itinerary

7 night windward islands surf and sunsets

Ask your friends: Should I go?

  • Departure date: Sunday, December 20, 2026
  • Return date: Sunday, December 27, 2026
  • Departure port: San Juan
  • Ports of call: St. George's, Bequia, Mayreau, Iles Des Saintes
  • Return port: San Juan

Prices:

  • Outside $3,330
  • Balcony $4,590
  • Suite $5,830

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

Day Location
A monumental 16th-century Spanish citadel, Castillo San Felipe del Morro sits atop a cliffside promontory in San Juan, Puerto Rico.
The beautiful coastline of San Juan as a cruise ship approaches Castillo de San Cristobal.
Fort San Felipe del Morro in Old San Juan, Puerto Rico, a UNESCO World Heritage Site.
Old San Juan's Blue Brick Roads, made of cobalt. All of San Juan Viejo (Old San Juan) was designated a World Cultural Heritage Site in 1983.
A swimming cove in the Condado neighborhood of Puerto Rico.
A fountain in Old San Juan at night.
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.
Historic San Cristobal Fort sits on a promontory. It once guarded San Juan, Puerto Rico.
The Garita, or sentry lookout, at Castillo de San Cristobal in Old San Juan, Puerto Rico.
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.
The Garita, or sentry lookout at Castillo de San Cristobal in Old San Juan, Puerto Rico.
The path along the waterfront along historic San Cristobal Fort.
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.
Isla Verde Beach, Puerto Rico.
Visitors flock to Isla Verde Beach in Puerto Rico.

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