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Montserrat

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The crystal blue water of Jost van Dyke
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Lush green forests and clear blue waters of the Caribbean
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Take a leisurely stroll through beautiful Bridgetown
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Explore beautiful Jost van Dyke
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Relax on the sunny beaches of the Bahamas
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Hugh Whyte
Georgian Architecture, St. George's | Grenada
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Wander the white-sand beaches of St. Johns on your Virgin Islands cruise
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Play on the famously beautiful beaches of St. Barth's
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Select one of the below 3 best Montserrat trips for 2026 and 2027. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring . Our Montserrat trips for 2026 feature Local Market Visits, Archaeological Site Visits, Snorkeling, Village Visits, and Wildlife Viewing, and start from $8,390 for trips of 8 to 15 days. Contact Adventure Life's Montserrat trip planning experts to start planning your next seamless trip.
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    • Montserrat
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
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San Juan / St. John's
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Hiking
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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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Learn about Spanish colonial history in Old San Juan
from $21,980
OBC
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Discover the Yachting Islands of the Caribbean

Roundtrip San Juan - 15 Day Itinerary aboard Emerald Azzurra
  • Snorkel Culebra’s coral reefs
  • Wander Vieques’ Esperanza
  • Explore St. John’s plantation ruins
  • Stroll Philipsburg’s streets
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San Juan / San Juan
Activities
Local Market Visits, Village Visits, Wildlife Viewing, Snorkeling, Archaeological Site Visits, Kayaking
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Variable
Embark on a 15-day Caribbean cruise from San Juan aboard Emerald Azzurra, exploring serene spots like Culebra, Vieques, and St. Barts. Experience stunning beaches, rich culture, and scenic ports, all in a relaxed yacht-style setting.
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Caribbean landscapes and harbors
from $21,180
OBC
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Discover the Yachting Islands of the Caribbean

Roundtrip Saint John’s - 15 Day Itinerary aboard Emerald Azzurra
  • Explore Barbuda’s iconic pink sands
  • Visit Les Saintes’ quaint towns
  • Discover Deshaies’ lush hills
  • Swim off Norman Island’s shores
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St. John's / St. John's
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Variable
Embark on a 15-day cruise with Emerald Azzurra, exploring the Caribbean from St. John’s, Antigua, with stops at stunning destinations like Barbuda, Guadeloupe, and the British Virgin Islands. Enjoy snorkeling in Culebra and the relaxed vibe of Esperanza on Vieques, all amidst beautiful beaches and vibrant island culture.
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