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Bridgetown Beach Trips

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Discover a stunning paradise with one of our 28 hand-picked beach vacations and tours in the Caribbean this 2027 and 2028. Immerse yourself in the vibrant culture of Barbados through its music, food, and locals with a visit to Bridgetown and other nearby destinations. Enjoy sailing in small ships, exploring coastal villages, and relaxing on white sand beaches with crystal clear waters and lush jungles. Don't miss out on this opportunity to plan your perfect escape in the sun! Contact one of our Caribbean beach vacation specialists today!
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    • Bridgetown
Take a leisurely stroll through beautiful Bridgetown
from $11,990
EXPLORE

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
0
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
Soufriere bay, St Lucia
from $6,495
EXPLORE

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
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
0
Visit beautiful Basseterre
from $2,620
EXPLORE

Windward Islands

Roundtrip Bridgetown - 8 Day Itinerary aboard Royal Clipper
  • Stroll through historic Bridgetown
  • Enjoy sunny Rodney Bay
  • Swim in South Friar's Bay
  • Tour historic St. Kitts
Starts / Ends
Bridgetown / Bridgetown
Activities
Small Ship Sailing, Snorkeling, Archaeological Site Visits, Hiking
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Royal Clipper, visiting Saint Lucia, Dominica, and Antigua, among other beautiful islands. Enjoy activities like hiking, snorkeling, and water sports before concluding your journey in Bridgetown.
Cruise Details
0
Explore colorful Bridgetown, Barbados
from $7,195
EXPLORE

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
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
Pink beach huts in the Caribbean
from $2,080
EXPLORE

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
0
Caribbean landscapes and harbors
from $11,990
EXPLORE

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
0
Relax on the sunny beaches of the Caribbean
from $9,990
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore beaches in Bridgetown
  • Hike nature trails in Soufriere
  • Discover forts in Les Saintes
  • Visit the dockyard in Falmouth
Starts / Ends
Bridgetown / St. Martin
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Emerald Azzurra, starting from Barbados. Explore stunning destinations like Soufrière, Falmouth Bay, Iles des Saintes, Gustavia, and end in lively Marigot, where vibrant culture and delicious local cuisine await.
Cruise Details
0
Explore the famous rock formations of the baths
from $6,295
EXPLORE

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
0
Enjoy the beautiful blue Caribbean
from $4,120
EXPLORE

Windward Islands Christmas Cruise

Roundtrip Bridgetown - 12 Day Itinerary aboard Royal Clipper
  • Stroll through historic Bridgetown
  • Enjoy sunny Rodney Bay
  • Snorkel reefs in Terre de Haut
  • Explore the Tobago Cays
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Join a 12-day Caribbean cruise on the Royal Clipper, visiting destinations like St. Lucia, Dominica's Cabrits, and the coral reefs of Iles des Saintes. Explore Grenada and St. George's, then relax in St. Lucia before disembarking in Barbados.
Cruise Details
0
Stroll along the beautiful beaches of the Caribbean
from $3,860
EXPLORE

Grenadine Islands Christmas Cruise

Roundtrip Bridgetown - 11 Day Itinerary aboard Royal Clipper
  • Relax on beaches in Martinique
  • Snorkel reefs in Terre de Haut
  • Swim in South Friar's Bay
  • Explore the Tobago Cays
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Set sail on an 11-day New Year's Caribbean cruise aboard the Royal Clipper, visiting beautiful spots like Grenada, St. Lucia, and Dominica. Enjoy snorkeling in Tobago Cays, relaxing at Diamond Falls, and exploring historic sites in Antigua and St. Kitts before concluding your adventure in Bridgetown.
Cruise Details
0
Relax on the pristine beaches of the Virgin Islands
from $13,390
EXPLORE

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
0
1-12 of 28 Results

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Jess is funtastic! She listens and fines the adventure I want to share with my granddaughter
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Angie was great! Always kept us informed of our trip. Great personality and easy to work with! Jean Hershey
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