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San Juan, Puerto Rico

San Juan Small Ship Cruises

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Experience the captivating allure of the Caribbean with Adventure Life's array of small ship cruises for 2026. Join us on a cruise journey through Puerto Rico, starting in San Juan, and embark on thrilling adventures to some of the most breathtaking islands in the region. From the sun-kissed white sand beaches of Vieques Island to the marine-rich azure waters of Virgin Gorda, and the charming exploration of St. Barths and Jost Van Dyke, each stop offers unique experiences like scuba diving, snorkeling, and more. Sail on the Emerald Sakara and discover hidden charms, indulge in exquisite meals with Chef Ben Robinson, and witness the natural beauty of landscapes and beaches. Don't miss this opportunity to immerse yourself in the rich marine life of San Juan, Vieques, and St. John Island. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • San Juan
Explore the famous rock formations of the baths
from $9,190
EXPLORE

Splendours of the Caribbean

San Juan - St. Thomas - 7 Day Itinerary aboard Emerald Sakara
  • Tour Nelson’s Dockyard
  • Explore Nevis Island plantations
  • Walk through Gustavia
  • Swim Prickly Pear Cays
Starts / Ends
San Juan / St. Thomas
Activities
Urban Exploration
Activity Level
Variable
Sail through the Caribbean on a 7-day cruise aboard Emerald Sakara, from San Juan to Saint Thomas. Visit Saint John, Nevis, Antigua, Saint Barthelemy, and Virgin Gorda. Discover colonial towns, quiet beaches, and historic sites.
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Islands of the Caribbean
from $7,990
EXPLORE

Quintessential Caribbean

San Juan - St Thomas - 8 Day Itinerary aboard Emerald Sakara
  • Relax on Prickly Pear Cays' beaches
  • Visit Guadeloupe’s fishing village
  • Visit port of Falmouth Harbor
  • Wander through lively Cruz Bay
Starts / Ends
San Juan / St. Thomas
Activity Level
Variable
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches of Nevis, the picturesque village of Deshaies, the historic allure of Falmouth Harbor, the lively streets of Gustavia, and the pristine beauty of Prickly Pear Cays.
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Nassau Lighthouse
from $7,590
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Caribbean Escapade

San Juan - Miami - 8 Day Itinerary aboard Emerald Sakara
  • Explore the pristine beaches
  • Snorkel in crystal-clear waters
  • Relax on secluded Gordon’s Beach
  • Explore Grand Turk’s beaches
Starts / Ends
San Juan / Miami
Activities
Local Market Visits, Kayaking, Snorkeling
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore Grand Turk's pristine beaches and historic landmarks, discover Long Island's tranquil Gordon's Beach, and dive into San Salvador's vibrant coral reefs and historic sites.
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The Southeast Peninsula of Saint Kitts with Nevis in the Background
from $9,990
EXPLORE

Quintessential Caribbean

St Thomas - San Juan - 8 Day Itinerary aboard Emerald Sakara
  • Explore Cruz Bay town
  • Visit Nevis plantations
  • Discover Nelson’s Dockyard
  • Swim Prickly Pear Cays
Starts / Ends
St. Thomas / San Juan
Activities
Archaeological Site Visits, Village Visits
Activity Level
Variable
Explore the Caribbean on an 8-day cruise from Saint Thomas to San Juan aboard Emerald Sakara. Visit Saint John, Nevis, Guadeloupe, Antigua, Saint Barthélemy, and the British Virgin Islands. Discover UNESCO-listed landmarks, swim in clear waters, and experience regional architecture, food, and history throughout the journey.
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