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Top Greater Antilles Trips & Tours in December 2025

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Discover Greater Antilles in December 2025 on one of these 2 tours hand-selected by the travel experts at Adventure Life. Explore the best of during December 2025 as you enjoy Small Ship Sailing, Village Visits, Hiking, Local Market Visits, and Wildlife Viewing. Prices for trips in December 2025 range from $7,990 to $31,240 for a vacation of 8 days. Choose any of the below 2 itineraries in December 2025 and customize it when you contact one of Adventure Life's expert Greater Antilles trip planners.

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Explore beautiful Jost van Dyke

Caribbean Yachting Hideaways

San Juan - St John's - 8 Day Itinerary aboard Emerald Azzurra

Starts / Ends: San Juan / St. John's
Activities: Local Market Visits, Hiking
Activity Level: Variable

Set sail on an 8-day cruise from San Juan to St. John aboard the Emerald Azzurra, exploring stunning beaches and vibrant island towns. Visit highlights like Culebra, Vieques, and Saint Barthelemy while enjoying premium comfort and seamless access to diverse ports.

Discover Culebra Island’s shores
Explore Vieques Island waterfront
Tour St. John’s Annaberg ruins
Relax on Jost Van Dyke’s White Bay

St Barts harbor view

Caribbean Yachting Discovery

St John's - San Juan - 8 Day Itinerary aboard Emerald Azzurra

Starts / Ends: St. John's / San Juan
Activities: Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level: Variable

Set sail on an 8-day cruise aboard the Emerald Azzurra, uncovering pristine beaches and vibrant coral reefs while island-hopping through a tapestry of diverse cultures. Let the genuine warmth of the locals add a personal touch to your luxurious yacht adventure.

Explore Barbuda's pink beaches
Discover Deshaies’ architecture
Visit Gustavia’s charming boutiques
Experience Virgin Gorda’s baths

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