Take a leisurely stroll through beautiful Bridgetown

Grenadines & Windwards Yachting

Roundtrip Bridgetown - 8 Day Itinerary aboard Emerald Sakara

Discover Bequia’s secluded beaches
Savor Caribbean dining experiences
Snorkel Tobago Cays' waters
Admire panoramic views from Mayreau

Starts / Ends: Bridgetown / Bridgetown
Activities: Kayaking
Activity Level: Variable

Embark on an 8-day cruise aboard the Emerald Sakara, starting and ending in Bridgetown, Barbados. Explore historic towns, relax on stunning beaches, and enjoy snorkeling and water activities in the picturesque Saint Vincent and the Grenadines.

Cruise Details

from $2,080

SS 25%

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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

from $6,495

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Relax The Caribbean Way

Roundtrip Bridgetown - 8 Day Itinerary aboard Sea Cloud II

Snorkel in the Tobago Cays
Discover Grenada’s spices
Explore Saint-Pierre, Martinique
View Gros and Petit Piton

Starts / Ends: Bridgetown / Bridgetown
Activities: Small Ship Sailing, Snorkeling, Stand Up Paddle Boarding
Activity Level: Variable

Experience an 8-day voyage aboard Sea Cloud II roundtrip from Bridgetown, Barbados, through the Lesser Antilles & Grenadines. You snorkel in the Tobago Cays, explore spice-rich Grenada, visit Saint-Pierre in Martinique, admire St. Lucia’s Pitons, and enjoy Caribbean sunsets at sea.

Cruise Details

from $7,195

Save $150

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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
Activities: Village Visits, Archaeological Site Visits, Urban Exploration
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

from $2,080

SS 25%

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Windward Islands

Roundtrip Barbados - 8 Day Itinerary aboard Royal Clipper

Explore beaches in Barbados
See lush island of St. Lucia
Discover Falmouth Harbour, Antigua
Visit sophisticated Martinique

Starts / Ends: Bridgetown / Bridgetown
Activity Level: Variable

Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores.

Cruise Details

from $11,990

Save $150

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Caribbean Sojourn

Bridgetown - Marigot - 7 Day Itinerary aboard Emerald Azzurra

Visit UNESCO-listed Nelson's dock
Discover Iles des Saintes town
Stroll Gustavia’s colorful street
Dip into a therapeutic mud bath

Starts / Ends: Bridgetown / Marigot
Activity Level: Variable

Embark on a 7-day Caribbean adventure aboard the Emerald Azzurra. Set sail from Barbados and explore diverse islands including Soufriere’s mud baths, Falmouth Harbor’s historic dockyard, Iles des Saintes’ picturesque beaches, Gustavia’s vibrant streets, and Marigot’s charming French town.

Cruise Details

Relax on the sunny beaches of the Caribbean

from $9,990

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Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra

Soak in Soufriere’s volcanic spring
Explore Les Saintes’ French charm
Visit Antigua’s Nelson’s Dockyard
Stroll Nevis’ Georgian towns

Starts / Ends: Bridgetown / Marigot
Activities: Hiking
Activity Level: Variable

Set sail on an 8-day cruise aboard the Emerald Azzurra, exploring idyllic beaches and vibrant coral reefs—Island-hop through diverse cultures, with the warmth of the locals adding to your luxurious yacht experience.

Cruise Details

Explore the famous rock formations of the baths

from $6,295

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Eastern Caribbean with St. Barths

Bridgetown - Philipsburg - 8 Day Itinerary aboard Emerald Sakara

Explore Bridgetown rich heritage
Enjoy Soufriere sulfur springs
See St. John's Nelson's Dockyard
Experience Gustavia Creole cuisine

Starts / Ends: Bridgetown / Philipsburg
Activity Level: Variable

Set sail on an 8-day Eastern Caribbean cruise from Bridgetown on Emerald Sakara, visiting St. Lucia's mud baths, Antigua's Nelson's Dockyard, and the stunning beaches of Iles des Saintes. End your journey in Philipsburg, the lively capital of Dutch Sint Maarten.

Cruise Details

Relax on the pristine beaches of the Virgin Islands

from $13,390

Save $150

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Discover Eastern Caribbean & Grenadines

Bridgetown - Philipsburg - 15 Day Itinerary aboard Emerald Sakara

Visit Bequia Island sandy beaches
See Mayreau Island ocean views
Admire Soufriere hot sulfur springs
Tour Iles des Saintes Fort Napoleon

Starts / Ends: Bridgetown / Philipsburg
Activity Level: Variable

Join a 15-day Caribbean cruise from Bridgetown on the Emerald Sakara, exploring the Eastern Caribbean and Grenadines. Experience local culture in Speightstown, enjoy water sports in Kingstown, and relax in natural hot springs in Soufriere before returning to Barbados.

Cruise Details

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
Activities: Wildlife Viewing
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

from $15,980

Save $150

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Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Azzurra

Explore Anguilla, serene landscapes
Savor Barbados’s cultural delights
Visit Antigua’s historic dockyard
Stroll Nevis’s serene beaches

Starts / Ends: Marigot / Bridgetown
Activity Level: Variable

Set sail on a 15-day Caribbean journey, where pristine beaches, vibrant coral reefs, and island-hopping adventures immerse you in diverse cultures. Experience the genuine warmth of local hospitality as you explore tropical paradises aboard the Emerald Azzurra.

Cruise Details

Lush green forests and clear blue waters of the Caribbean

from $13,340

Save $150

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Discover Eastern Caribbean & Grenadines

Philipsburg - Bridgetown - 15 Day Itinerary aboard Emerald Sakara

Discover Virgin Gorda The Baths
Wander Gustavia wooden houses
Visit St. John's Nelson's Dockyard
See Soufriere volcanic domes

Starts / Ends: Philipsburg / Bridgetown
Activity Level: Variable

Set sail on a 15-day Caribbean cruise from Philipsburg on the Emerald Sakara, exploring the Eastern Caribbean and Grenadines. Visit charming islands like Virgin Gorda, Saint Barthelemy, and Bequia for stunning beaches, local cuisine, and water activities amidst breathtaking views.

Cruise Details

Why Travel With Us?

Seamless Trip Planning

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