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Gustavia Harbor in St. Barths

All Gustavia Small Ship Cruise Deals

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    • Gustavia
The Southeast Peninsula of Saint Kitts with Nevis in the Background
from $9,990
Save $150
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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
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
Explore the famous rock formations of the baths
from $21,780
Save $150
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Discover the Pearls of the Caribbean

Bridgetown - Marigot - 15 Day Itinerary aboard Emerald Azzurra
  • Explore Soufriere’s volcanic peaks
  • Tour Falmouth’s colonial forts
  • Snorkel Anguilla’s coral reefs
  • Wander Marigot’s French markets
Starts / Ends
Bridgetown / Marigot
Activity Level
Variable
Embark on a 15-day cruise aboard Emerald Azzurra from Barbados to Marigot, visiting highlights like Nelson’s Dockyard and the beaches of Iles des Saintes. Discover serene islands, snorkel vibrant reefs, and enjoy cultural experiences across the enchanting Caribbean.
Cruise Details
0
Boats Moored to the Quay at Bridgetown Harbour
from $15,980
Save $150
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Discover the Pearls of the Caribbean

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Azzurra
  • Explore Soufriere’s volcanic peaks
  • Tour Falmouth’s colonial forts
  • Snorkel Anguilla’s coral reefs
  • Wander Marigot’s French markets
Starts / Ends
Marigot / Bridgetown
Activity Level
Variable
Embark on a 15-day Caribbean cruise aboard Emerald Azzurra, exploring stunning coral reefs, granite pools, and picturesque landscapes across destinations like Anguilla and Virgin Gorda. Enjoy snorkeling, hiking, and vibrant local culture while visiting Saint Barthelemy and the British Virgin Islands.
Cruise Details
0
Relax on the pristine beaches of the Virgin Islands
from $8,095
Save $150
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Tropical Charms of the Caribbean

Roundtrip Sint Maarten - 10 Day Itinerary aboard Emerald Sakara
  • Tour St. John's Nelson's Dockyard
  • Tour Iles des Saintes Fort Napoleon
  • Visit Friars Bay Brimstone Hill
  • Wander Virgin Gorda The Baths rocks
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Experience a 10-day cruise from Philipsburg, Sint Maarten, aboard the Emerald Sakara, visiting stunning beaches and local markets in Guadeloupe and exploring the British Virgin Islands. Enjoy unique landscapes in Montserrat and relax on Virgin Gorda's beautiful shores before returning to Philipsburg.
Cruise Details
0
City of Basseterre and Frigate Bay from the Timothy Hill viewpoint in St. Kitts.
from $12,690
Save $150
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Discover the Pearls of the Caribbean

Bridgetown - Sint Maarten - 15 Day Itinerary aboard Emerald Sakara
  • Visit Soufriere mud baths
  • Tour Iles des Saintes Fort Napoleon
  • See St. John's Nelson’s Dockyard
  • Observe Anguilla beaches
Starts / Ends
Bridgetown / Philipsburg
Activity Level
Variable
Set sail on a 15-day Caribbean cruise from Barbados aboard the Emerald Sakara, visiting Saint Lucia for its mud baths, Antigua's historic dockyard, and Anguilla's vibrant coral reefs. Conclude your journey in Philipsburg, Sint Maarten, enjoying the region's rich culture and cuisine.
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $12,690
Save $150
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Discover the Pearls of the Caribbean

Sint Maarten - Bridgetown - 15 Day Itinerary aboard Emerald Sakara
  • Experience Soufriere mud baths
  • See St. John's Nelson’s Dockyard
  • Discover Charlestown beaches
  • Visit Gustavia painted houses
Starts / Ends
Philipsburg / Bridgetown
Activities
Urban Exploration
Activity Level
Variable
Set sail on a 15-day Caribbean cruise aboard the Emerald Sakara, visiting islands like Anguilla for snorkeling and Virgin Gorda for stunning rock formations. Explore vibrant Gustavia in Saint Barthelemy, enjoy the charm of the Iles des Saintes, relax in Saint Lucia's hot springs, and experience the colonial beauty of Barbados.
Cruise Details
0
Learn about Spanish colonial history in Old San Juan
from $6,845
Save $150
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Caribbean Yachting Hideaways

San Juan - St John's - 8 Day Itinerary aboard Emerald Kaia
  • Visit Culebra Flamenco Beach
  • Tour St. John Mongoose Junction
  • Discover Cruz Bay bustling bay
  • Walk Philipsburg street markets
Starts / Ends
San Juan / St. John's
Activities
Village Visits, Archaeological Site Visits, Local Market Visits
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Emerald Kaia from San Juan, Puerto Rico, exploring Vieques, Cruz Bay, and Jost Van Dyke's stunning beaches. Visit Gustavia in Saint Barthelemy, experiencing its unique French culture before concluding the journey in St. John's, Antigua.
Cruise Details
0
St Barts harbor view
from $2,010
Air Credit
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Leeward Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer
  • Explore Nevis sugar plantations
  • Tour Dominica rainforests
  • Snorkel Terre-de-Haut waters
  • Visit famous Nelson's Dockyard
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Embark on an 8-day roundtrip cruise from Philipsburg, St. Maarten, aboard the Star Flyer, exploring St. Maarten, Nevis, Dominica, Antigua, and St. Barts. Experience stunning beaches, vibrant culture, and unique natural landscapes across the Leeward Islands.
Cruise Details
0
Relax on the white sandy beaches of the Caribbean
from $2,010
Air Credit
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Treasure Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer
  • Visit Gustavia French boutiques
  • Hike Jost Van Dyke scenic trails
  • Tour Tortola to see Soper's Hole
  • Explore Basseterre landmarks
Starts / Ends
Philipsburg / Philipsburg
Activities
Snorkeling, Small Ship Sailing
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore scenic spots like St. Barts, Jost Van Dyke, Virgin Gorda, and Anguilla, blending natural beauty and rich history.
Cruise Details
0
Lush green forests and clear blue waters of the Caribbean
from $5,000
Up to 40%
EXPLORE

San Juan to San Juan

San Juan Roundtrip - 8 Day Itinerary aboard Silver Dawn
  • Snorkel Trunk Bay reefs in St John
  • Witness Gustavia harbor views
  • Ride horses along Antigua beaches
  • Enjoy swimming at Jost Van Dyke
Starts / Ends
San Juan / San Juan
Activities
Kayaking, Wildlife Viewing, Rainforest Exploration, Hiking
Activity Level
Variable
Depart from San Juan and explore Caribbean islands on an 8-day cruise aboard Silver Dawn. Visit St John, Gustavia, Antigua, Martinique, St Kitts, and Jost Van Dyke. Swim in clear waters, snorkel vibrant reefs, hike rainforest trails, and relax on white sand beaches. Discover a mix of nature, culture, and coastal views.
Cruise Details
0
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