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Virgin Islands Hiking Trips

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Select from one of the below 4 scenic Virgin Islands hikes & treks  for 2026-2027. Do you prefer shorter walks or longer treks? Easy strolls or conquering the highest peaks? Virgin Islands hiking and trekking trips range from 8 to 11 days in 2026. The Virgin Islands hiking & trekking trip planners at Adventure Life can help choose the perfect hikes and then help you to customize them to make your own unique Virgin Islands trekking experience. 
 

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    • Virgin Islands
The crystal blue water of Jost van Dyke
from $2,820
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Antigua to Grenada

Antigua to Grenada - 11 Day Itinerary aboard Star Clipper
  • Explore Gustavia boutiques
  • Swim Norman Island coves
  • Visit Jost van Dyke beaches
  • Relax in St. Kitts landscapes
Starts / Ends
St. John's / St. Georges
Activities
Snorkeling, Hiking
Activity Level
Variable
Set sail on an 11-day Caribbean cruise aboard Star Clipper. Depart from Antigua and explore St. Barts, the British Virgin Islands, St. Kitts, Martinique, Bequia, and Grenada. Discover historic harbors, swim in crystal waters, and relax on world-class beaches.
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Gustavia Harbor in St. Barths
from $9,990
OBC
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Cruising the Leeward Islands

Roundtrip Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Anguilla’s coral coastlines
  • Visit Virgin Gorda granite boulders
  • Discover Norman Island's coves
  • Relax on Anegada’s remote sands
Starts / Ends
Marigot / Marigot
Activities
Wildlife Viewing
Activity Level
Variable
Set sail on an 8-day Caribbean cruise with Emerald Azzurra. Start in Marigot, then visit Anguilla’s coral beaches, Virgin Gorda’s Baths, Jost Van Dyke’s Bubbly Pool, and Anegada’s sandy shores. Explore Saba’s trails and Bonaire’s marine life before ending in Gustavia. Enjoy a luxury cruise with varied landscapes and activities.
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Explore beautiful Jost van Dyke
from $8,390
OBC
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Caribbean Yachting Hideaways

San Juan - St John's - 8 Day Itinerary aboard Emerald Azzurra
  • Discover Culebra Island’s shores
  • Explore Vieques Island waterfront
  • Tour St. John’s Annaberg ruins
  • Relax on Jost Van Dyke’s White Bay
Starts / Ends
San Juan / St. John's
Activities
Village Visits, Local Market Visits
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.
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Relax on the shores of the Caribbean
from $6,800
Save 10%
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Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Roundtrip Vieux Fort - 9 Day Itinerary aboard Le Bellot
  • Visit UNESCO World Heritage sites
  • Visit Portsmouth, Dominica
  • Explore Les Saintes, Guadeloupe
  • See Mayreau's fishes and corals
Starts / Ends
Les Saintes / Bridgetown
Activity Level
Variable
From Vieux Fort, St. Lucia set sail aboard Le Bellot for a 9-day Caribbean Windward cruise to visit the heart of the most enchanting islands in the Caribbean Sea. Before disembarking in Vieux Fort, explore long stretches of white-sand beaches, idyllic turquoise waters, and the laid-back island way of life.
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