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Leeward Islands Small Ship Cruises

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    • Leeward Islands
White Sand Beach in Barbados
from $2,080
EXPLORE

Grenadine Islands

8 Day Itinerary aboard Royal Clipper
  • Visit one island in Grenadines
  • Smell the aroma of Grenada
  • Walk and swim at Marigot Bay
  • Taste the spicy Creole cooking
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
On this 8-day expedition cruise, the Royal Clipper explores the Grenadine Islands. Enjoy blissful, laid-back beach days and appreciate the beauty of nature on this Caribbean adventure.
Cruise Details
0
Snorkeling
from $7,910
No SS
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Panama, Colombia & Caribbean Islands

Colon - Fort-de-France - 11 Day Itinerary aboard Le Bellot
  • Cartagena colonial old town
  • Visit Santa Marta and Sierra Nevada
  • Visit Bonaire reef marine park
  • Visit Fort-de-France landmarks
Starts / Ends
Colon / Fort de France
Activities
Rainforest Exploration
Activity Level
Variable
Set sail on an 11-day cruise through Panaman, Colombia and Caribbean Islands aboard Le Bellot. Visit Cartagena and Santa Marta with guided historic and cultural excursions. Explore the San Blas Islands for beaches, snorkeling, and Kuna culture. The voyage combines nature, culture, and Caribbean island experiences.
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $5,590
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Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Roundtrip Vieux Fort - 8 Day Itinerary aboard Le Champlain
  • Visit scenic Les Saintes
  • Swim at Pompierre Beach
  • Relax on Mayreau Island
  • Explore historic Bridgetown sites
Starts / Ends
Les Saintes / Bridgetown
Activity Level
Variable
Embark on an 8-day cruise aboard Le Champlain and explore Saint Lucia, Dominica, Les Saintes, Bequia, Mayreau Island, Tobago Cays, and Barbados. Snorkel coral reefs, swim in turquoise lagoons, discover historic towns, visit beaches, and encounter marine life across the Caribbean.
Cruise Details
0
Explore colorful Bridgetown, Barbados
from $7,195
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Beaches of the Grenadines

Roundtrip Bridgetown - 9 Day Itinerary aboard Emerald Azzurra
  • Tour Soufriere pair of lava domes
  • Experience Bequia Island beaches
  • Enjoy Union Island beaches
  • Visit Tobago Cays to spot turtles
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Set sail on a 9-day Caribbean cruise from Bridgetown on the Emerald Azzurra, exploring charming locations like Speightstown, Kingstown, and Bequia Island. Discover stunning beaches, marine life, and local culture before returning to Bridgetown.
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $2,880
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Grenada to Grenada

Roundtrip St George - 11 Day Itinerary aboard Star Clipper
  • Explore St. George’s panoramic view
  • Discover Charlotteville coastline
  • Unwind at Englishman’s Bay
  • Visit Martinique ruins
Starts / Ends
St. Georges / St. Georges
Activity Level
Variable
Set sail on an 11-day cruise from St. George aboard the Star Clipper, featuring Grenada, Tobago, the Grenadines, Martinique, and St. Lucia while exploring picturesque villages and stunning beaches. Enjoy swimming, snorkeling, and local culture, concluding with a visit to Mayreau's serene Saline Bay.
Cruise Details
0
Stroll along the beaches of Puerto Rico
from $9,295
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Paradise Beaches from the U.S. Virgin Islands to The Bahamas

San Juan - Miami - 10 Day Itinerary aboard Emerald Kaia
  • Tour Grand Turk lighthouse
  • Wander Gordon's Beach
  • Walk Nassau bustling Straw Market
  • Dive San Salvador Island
Starts / Ends
San Juan / Miami
Activity Level
Variable
Set sail on a 10-day Caribbean cruise aboard the Emerald Kaia from San Juan, Puerto Rico, exploring the beautiful Turks and Caicos Islands and vibrant marine life in The Bahamas. Enjoy fresh local seafood and conclude your journey in the lively metropolis of Miami, blending cultural discovery with natural beauty.
Cruise Details
0
Bustling port of Fort de France, Martinique
from $6,940
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Panama, Colombia & Caribbean Islands

Fort-de-France - Colon - 10 Day Itinerary aboard Le Bellot
  • Uncover lush Minca
  • Stroll through Port Elizabeth
  • Admire colorful Willemstad
  • Visit historic Santa Marta
Starts / Ends
Fort de France / Colon
Activities
Local Market Visits, Snorkeling, Scuba Diving, Village Visits
Activity Level
Variable
Set sail on a 10-day cruise aboard the Le Bellot to explore the stunning Caribbean, including the vibrant towns and rich history of Panama and Colombia. Swim in turquoise waters and snorkel in marine reserves while discovering unique cultures and ecosystems.
Cruise Details
0
St. George's, Grenada's charming capital city known for having the most beautiful harbor in the Caribbean.
from $3,150
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Grenada Roundtrip

Roundtrip St George - 12 Day Itinerary aboard Star Clipper
  • Tour St. George's Sendall Tunnel
  • Taste Castara Bay Tobago's Creole
  • Stroll Admiralty Bay waterfront
  • View Saint Pierre colonial ruins
Starts / Ends
St. Georges / St. Georges
Activity Level
Variable
Embark on a 12-day cruise through the Southern Caribbean aboard the Star Clipper, starting in St. George’s, Grenada. Experience stunning beaches, vibrant local culture, and historical sites across Tobago, the Grenadines, Martinique, and Barbados.
Cruise Details
0
Panama's turquoise waters
from $4,450
SS 25%
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Panama to Antigua

15 Day Itinerary aboard Royal Clipper
  • Explore Balboa’s colonial charm
  • Transit Panama’s iconic canal
  • Discover San Blas culture
  • Enjoy Aruba’s clear waters
Starts / Ends
Balboa / St. John's
Activity Level
Variable
Set sail on a 15-day Royal Clipper cruise from Balboa, Panama, featuring a full Panama Canal transit and visits to the San Blas Islands, Cartagena, and the Caribbean gems of Aruba, Curacao, and Bonaire. Experience lush Grenada and volcanic St. Lucia, and finish your journey in Antigua, all while enjoying elegant sailing and stunning island views.
Cruise Details
0
Aerial View of Halifax Skyline
from $4,798
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Southern Caribbean Yacht Harbors

Halifax - Bridgetown - 9 Day Itinerary aboard Seabourn Venture
  • Tour Citadel Hill
  • Visit Brimstone Hill Fortress
  • Snorkel at Pigeon Island
  • Discover historic Bridgetown
Starts / Ends
Halifax / Bridgetown
Activities
Wildlife Viewing, Spa Relaxation, Kayaking, Photography Seminars
Activity Level
Variable
Embark on a 9-day Southern Caribbean cruise aboard the Seabourn Venture. Sail from Halifax, Nova Scotia, to Bridgetown, Barbados. Along the way, visit stunning destinations like Carambola Beach in St. Kitts, Little Bay in Montserrat, and Rodney Bay in Saint Lucia. Discover UNESCO sites, snorkel in clear waters, and explore island history.
Cruise Details
0
Colorful Canary Islands
from $3,100
EXPLORE

Westbound Atlantic Ocean Crossing

Canary Islands - Antigua - 16 Day Itinerary aboard Star Clipper
  • Explore Historic Canary Islands
  • Visit Charming San Sebastian
  • Hike La Gomera’s Scenic Trails
  • Explore Antigua’s Historic Dockyard
Starts / Ends
Las Palmas / St. John's
Activities
Archaeological Site Visits, Small Ship Sailing, Hiking
Activity Level
Variable
Embark on a 16-day Star Clippers cruise from Las Palmas, Gran Canaria, to St. John’s, Antigua, stopping in San Sebastian, La Gomera, along the way. Explore historic island towns, hike scenic trails, and unwind beneath the sails as you cross the Atlantic.
Cruise Details
0
Visit Las Palmas’ Santa Ana Cathedral, a central landmark in the city
from $13,695
EXPLORE

Dream Of A Lifetime. Atlantic Crossing

Las Palmas to Philipsburg - 17 Day Itinerary aboard Sea Cloud Spirit
  • Experience Transatlantic Crossing
  • See the Gran Canaria landscapes
  • Explore Las Palmas old town
  • Climb rigging and set sails
Starts / Ends
Las Palmas / Philipsburg
Activity Level
Variable
Experience 17 days aboard Sea Cloud Spirit on a transatlantic crossing from Las Palmas to Philipsburg. Relax on deck, enjoy wellness programs, and explore Gran Canaria’s landscapes before arriving in the Caribbean.
Cruise Details
0
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Kelly C.
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