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A sandy beach with palm trees and houses in the background

Explore Sailing Voyages in Anguilla 🇦🇮

Cover photo by @sradams57 on Unsplash

Lisa Wywrot

Lisa Wywrot

22 October 2026 at 14:20

Illuminata
Voyage map
10NM
2h 23m

Junks Hole to Cul-de-Sac, Anguilla

Lisa Wywrot

Lisa Wywrot

21 October 2026 at 05:42

Illuminata
Voyage map
32.5NM
10h 8m

Caribbean Sea, Saint Martin to Sandy Ground Village, Anguilla

Shadrach St.Croix

Shadrach St.Croix

9 October 2026 at 15:10

Amanda
Voyage map
113.2NM
14h 31m

Caribbean Sea, St Kitts and Nevis to Spanish Town, British Virgin Islands

Matthew Van Ernest
Nicole Denett

Nicole Denett & Matthew Van Ernest

9 October 2026 at 10:23

LTD SXM Flotilla - Day 6
Cachucha
LTD SXM Flotilla - Day 6
17.7NM
3h 38m

Koolbaai, Sint Maarten to Friar’s Bay, Saint Martin

Matthew Van Ernest
Nicole Denett

Nicole Denett & Matthew Van Ernest

6 October 2026 at 09:07

LTD SXM Flotilla - Day 3
Cachucha

Lumpy seas the whole way to st barths. A dolphin swam next to us

LTD SXM Flotilla - Day 3
40.1NM
7h 3m

Sandy Ground Village, Anguilla to Gustavia, Saint Barthélemy

Matthew Van Ernest
Nicole Denett

Nicole Denett, Matthew Van Ernest & 1 other

5 October 2026 at 11:30

LTD SXM Flotilla - Day 2
Cachucha

Wind was 13-15kts consistent

LTD SXM Flotilla - Day 2
20NM
4h 46m

Grand-Case, Saint Martin to Sandy Ground Village, Anguilla

Bill Krenek

6 October 2026 at 08:32

Voyage map
53.2NM
5h 18m

Sandy Ground Village, Anguilla to Anse des Flamands, Saint Barthélemy

Bradley St Croix

Bradley St Croix

11 September 2026 at 07:04

Oceans 8
Voyage map
85.4NM
11h 2m

Blowing Rock, Anguilla to Road Reef, British Virgin Islands

Jamie

Jamie , Jeffrey Tyrrell & 1 other

17 September 2026 at 22:47

kelea
Voyage map
103.4NM
13h 11m

Simson Bay Village, Sint Maarten to Fish Cay, U.S. Virgin Islands

Bradley St Croix

Bradley St Croix

25 August 2026 at 16:47

Oceans 8
Voyage map
88.6NM
18h 58m

Dead Chest, British Virgin Islands to Koolbaai, Sint Maarten

Knoxville Grant

Knoxville Grant

25 August 2026 at 14:13

Voyage map
127.9NM
20h 5m

Slaney, British Virgin Islands to Half Way Tree, St Kitts and Nevis

Knoxville Grant

Knoxville Grant

20 August 2026 at 17:49

Voyage map
118NM
20h 33m

Hannah, British Virgin Islands to Naaldrots, Bonaire, Sint Eustatius, and Saba

Explore Voyages in Similar Countries:

Turks and Caicos Islands

Turks and Caicos Islands 🇹🇨

Photo: @romello on Unsplash

Montserrat

Montserrat 🇲🇸

Photo: @misssu on Unsplash

Guadeloupe

Guadeloupe 🇬🇵

Photo: @vktr_rpprt on Unsplash

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