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Sailaway Vacations

Barbados Circuit Sailing

Sail around the easternmost Caribbean island where steady trade winds meet rich culture. Experience authentic Bajan hospitality and diverse coastal landscapes.

166 sq miles

Trade Winds

Jan – May

Circuit Highlights

Bridgetown

UNESCO World Heritage capital with historic garrison

Careenage Harbor

Parliament Buildings

National Heroes Square

Speightstown

Historic port town with colonial architecture

Arlington House Museum

Fish Market

St. Peter's Church

Bathsheba

Dramatic Atlantic coast with world-class surfing

Soup Bowl Surf Break

Rock formations

Rugged coastline

Oistins

Famous fishing village with Friday night fish fry

Fish Market

Miami Beach

Local Culture

7-Day Barbados Circuit

Daily Schedule

1

Bridgetown - Careenage

Charter base departure, explore historic capital

2

West Coast - Speightstown

Colonial architecture and calm Caribbean waters

3

North Point

Animal Flower Cave and dramatic coastline

4

East Coast - Bathsheba

Atlantic surf and unique rock formations

5

South Coast - Oistins

Famous fish fry and local culture

6

Carlisle Bay

Shipwreck snorkeling and turtle spotting

7

Bridgetown - Careenage

Return to base via rum distillery tour

Reliable Winds

Consistent trade winds from the northeast provide excellent sailing conditions year-round with 15-25 knot breezes.

Rich Culture

Experience authentic Bajan culture, from rum distilleries to flying fish cuisine and vibrant Friday night fish fries.

Diverse Coasts

Calm Caribbean west coast for relaxed sailing, dramatic Atlantic east coast for adventure and world-class surfing.