Have questions? We're here.
Discover incredible history and culture in Puerto Rico

Puerto Rico Small Ship Cruises

Travel made your way ™
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Experience the enchanting beauty and vibrant culture of the Caribbean with Adventure Life's array of two small ship cruises for 2026. Embark on an 8-Day West Indies Island Hopping adventure aboard the Emerald Sakara, exploring Puerto Rico, Vieques Island, Virgin Gorda, St. Barths, and Jost Van Dyke. Delve into scuba diving, snorkeling, and relax on the sun-kissed beaches. Alternatively, join the 8-day Hidden Charms of the Caribbean with Chef Ben Robinson, sailing from San Juan to St. John's. Indulge in exquisite meals, discover the marine life of San Juan, and enjoy the landscapes of Vieques and St. John Island. From hidden gems to marine-rich waters, these cruises offer a relaxed pace suitable for all travelers. With activities like snorkeling and indulging in local cuisine, these adventures promise an unforgettable Caribbean experience. Don't miss the chance to explore the breathtaking islands of the Caribbean - contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (4 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Puerto Rico
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.
Cruise Details
0
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.
Cruise Details
0
Nassau Lighthouse
from $7,590
EXPLORE

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.
Cruise Details
0
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.
Cruise Details
0
1-4 of 4 Results
  • 1

Real experience. Honest advice.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Claudia Corona Adventure Life employee profile
Claudia C.
The looming fort walls of San Juan
Caribbean

Chat Puerto Rico with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure to?

Contact Chat Call
More Reasons

Why Travel With Adventure Life

All News

Recognized By

Caribbean Travel Guide

Favorite Caribbean Caribbean All Trips

Top Caribbean Travel Destinations

Caribbean Trips by Departure Date

Top Experiences in Caribbean

Caribbean Trips by Duration

Caribbean Trips by Activity

Claudia Corona Adventure Life employee profile
Claudia C
Plan My Trip
We love travel, talk with an expert 1.800.344.6118