Explore Sailing Voyages in Cuba 🇨🇺

Cover photo by @sp3v on Unsplash

Voyage photo from Florida to Mexico via Cuba crossing

Voyage photo from Isla Mujeres to Dry Tortugas

Voyage photo from Canal de los Barcos, Cuba to San Pedro, Belize

Voyage photo from Golfo de Guanahacabibes to Canal de los Barcos anchorage, Cuba

Sailor 2026

30 June 2026 at 07:37

Roxie

242.7NM

2 days 1 hours

Matthew Town, Bahamas to Port Antonio, Jamaica

Peter Carnevale

9 June 2026 at 10:15

Ragged to Lauderdale

Avanti

431.6NM

3 days 21 hours

Raccoon Cay, Bahamas to Harbor Beach, United States

Luiz Lopes

9 June 2026 at 07:06

Bahamas FreePort

Yasmin

776.3NM

2 days 11 hours

Casa Colonial Beach & Spa, Dominican Republic to Flamingo Bay Hotel & Marina, Bahamas

Luiz Wagner

9 June 2026 at 07:08

República Dominicana x Freeport - Bahamas

Yasmin

777.1NM

2 days 13 hours

Occidental Grand Puerto Plata - All Inclusive, Dominican Republic to Marlin At Taino Beach Resort, Bahamas

Dave Gevry & Simon-Émilie

3 June 2026 at 19:13

Florida to Mexico via Cuba crossing

Mzungu

490.9NM

5 days 10 hours

Marathon, United States to Isla Mujeres, Mexico

Andre & Andre de la Reza

9 May 2026 at 10:55

Isla Mujeres to Dry Tortugas

Blue Heron

Start of return delivery after the 53rd Regatta del Sol a Sol. Bigger 2-3m seas at the beginning which reduced to 1-2 when we got in the Lee of Cuba.

294.1NM

1 day 21 hours

Caribbean Sea, Mexico to Fort Jefferson, United States

Orileeram & 1 other

5 March 2026 at 14:02

Mexico - Cayman

Ronja

570.9NM

6 days 2 hours

Playa La Media Luna Hotel, Mexico to Rock Hole, Cayman Islands

James Barnett

12 April 2026 at 10:26

St Thomas-West Palm

1108.6NM

4 days 9 hours

Caribbean Sea, U.S. Virgin Islands to Riviera Beach, United States

Cynthia Salatino - Speed of Life

2 April 2026 at 12:33

4-day Passage

601.3NM

3 days 22 hours

West Bay, Honduras to Fort Jefferson, United States

Luizamettig & Facundo Pedro Lorant

25 March 2026 at 08:00

Cay Sal (Anguilla) - Jumentos Cays (Buena Vista)

228.4NM

2 days 12 hours

Cotton Cay to North Atlantic Ocean, Bahamas

Katharine Smith

25 February 2026 at 12:58

Canal de los Barcos, Cuba to San Pedro, Belize

Sea Stray

15 to 24 knot winds ranging on broad reach, beam, and close reach. Averaged 7.2 knots sailing the entire way. Waves up to 9 feet but probably averaged 5 feet. Lobster fishermen sold us 18 lobsters for $60 and cooked us a lobster feast. Also had snapper and barracuda. Bartered rum, gasoline, and beer. Got to know Cat IMPI while anchored in Cuba.