Caribbean Sailing Guide – Insider Tips
14:16
YouTubePrivilège Marine
Caribbean Sailing Guide – Insider Tips
If you’re planning to go sailing in the Caribbean, this guide will give you a complete overview of what to expect — from sailing conditions to the most interesting islands and insider tips from a professional skipper. In this film, Captain Sam shares his experience from over 10 years of sailing in the Caribbean. As a skipper on a luxury ...
35 views2 weeks ago
Shorts
Caribbean sailing moments 🌊 #sailinglife #aroundtheworld #oceancrossing
0:29
1.5K views
Caribbean sailing moments 🌊 #sailinglife #aroundtheworld #oceancrossing
Grand Large Yachting Rally
Sailing the Caribbean Sea: Weather Dictates the Journey
1:23
42.8K views
Sailing the Caribbean Sea: Weather Dictates the Journey
omarnok
Caribbean Sailing Adventure
🌴 Day 20 Caribbean Sailing Adventure with Odyssey Expeditions | Travel, Explore, Dive & Discover 🌊
11:45
🌴 Day 20 Caribbean Sailing Adventure with Odyssey Expeditions | Travel, Explore, Dive & Discover 🌊
YouTubeBIGG LUM ENT
135 views6 months ago
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing #travel #karibszigetek
0:22
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing #travel #karibszigetek
YouTubeKUNDALINI Sailing
3.5K views6 months ago
7 Days Sailing St. Martin, St. Barts & Anguilla | Learn to Sail the Caribbean
12:52
7 Days Sailing St. Martin, St. Barts & Anguilla | Learn to Sail the Caribbean
YouTubeSailing Virgins
1.9K views2 months ago
Top videos
Sail the Caribbean in Your Own Boat - A Step-by-step Guide
8:09
Sail the Caribbean in Your Own Boat - A Step-by-step Guide
YouTubeMark Patrick
3K viewsJan 25, 2022
Sailing Offshore To Paradise: The Caribbean | Part 1
17:17
Sailing Offshore To Paradise: The Caribbean | Part 1
YouTubeSailing Kelpie
70.4K viewsJan 19, 2024
The most underrated sailing itinerary in the Caribbean! The USVI and SVI
1:11:50
The most underrated sailing itinerary in the Caribbean! The USVI and SVI
YouTubeSail Stillwater
7.6K views5 months ago
Best Caribbean Islands to Sail
Ranking 13 Caribbean Islands (Worst to Best)
23:32
Ranking 13 Caribbean Islands (Worst to Best)
YouTubeThe Lovers Passport
111.6K views1 month ago
Sailing OFF GRID to Barbuda’s Most FAMOUS Hidden Spot | Sailing Afterglow S2E20
17:11
Sailing OFF GRID to Barbuda’s Most FAMOUS Hidden Spot | Sailing Afterglow S2E20
YouTubeSailing Afterglow
12.2K views1 week ago
The 10 Best Caribbean Islands To Visit
9:04
The 10 Best Caribbean Islands To Visit
YouTubeLuxatic
68.7K viewsDec 3, 2021
Sail the Caribbean in Your Own Boat - A Step-by-step Guide
8:09
Sail the Caribbean in Your Own Boat - A Step-by-step Guide
3K viewsJan 25, 2022
YouTubeMark Patrick
Sailing Offshore To Paradise: The Caribbean | Part 1
17:17
Sailing Offshore To Paradise: The Caribbean | Part 1
70.4K viewsJan 19, 2024
YouTubeSailing Kelpie
The most underrated sailing itinerary in the Caribbean! The USVI and SVI
1:11:50
The most underrated sailing itinerary in the Caribbean! The US…
7.6K views5 months ago
YouTubeSail Stillwater
Crossing the Caribbean: Our Longest Sailing Passage Jamaica → Panama Ep 48
19:18
Crossing the Caribbean: Our Longest Sailing Passage Jamaica …
6.2K views10 months ago
YouTubeTim and Kelsey
Sailing Caribbean: What to Know Before You Sail the Caribbean Islands (Routes, Seasons, Costs)
3:08
Sailing Caribbean: What to Know Before You Sail the Caribbean Isla…
131 views2 months ago
YouTubeGetBoat
7 Days Sailing St. Martin, St. Barts & Anguilla | Learn to Sail the Caribbean
12:52
7 Days Sailing St. Martin, St. Barts & Anguilla | Learn to Sail the Caribb…
1.9K views2 months ago
YouTubeSailing Virgins
4 Days and 400 Miles Sailing Across the Caribbean Sea - Episode 39
19:22
4 Days and 400 Miles Sailing Across the Caribbean Sea - Episode 39
36.6K viewsAug 27, 2021
YouTubeSailing One Life
1:01:15
NEW Sailboat Owner's 1st year FULLTIME Sailing the Caribbean
464.3K viewsNov 20, 2022
YouTubeHuub Vlogs
11:24
How to Sail the Caribbean – Passage Planning with PredictWind
64.5K viewsAug 17, 2019
YouTubeDistant Shores TV
20:24
THE CAPTAIN'S LEAVING | SAILING THE CARIBBEAN
8.5K views2 months ago
YouTubeThe Cruising Kiwis (TCK)
14:52
Overnight Crossing to Martinique - Sailing CARIBBEAN (New Dinghy…
23.4K viewsFeb 15, 2021
YouTubeSailing Beaver
26:33
End of Sailing season in the Caribbean - where to go outside th…
3.5K views2 weeks ago
YouTubeSailing Cocon
14:08
Our First Days in the Beautiful Caribbean | Ep. 62
22.4K viewsSep 11, 2022
YouTubeNavika Sailing
22:02
Our last Caribbean Island 🏝 Cruising Guadeloupe | EP 26 - Sailing Beaver
17.8K viewsDec 6, 2021
YouTubeSailing Beaver
1:04
Sail the Caribbean Sea | Luxury Yacht Cruises | Emerald Cruises
5.4K viewsJun 27, 2022
YouTubeEmerald Cruises & Tours
12:32
Sailing Around Trinidad 🇹🇹⛵ | Exploring the Caribbean’s Hidden …
306 views2 months ago
YouTubeSailing Deez Knots
19:25
EIGHT DAYS TO THE CARIBBEAN | Ep. 11 - Sailing South America’s C…
2.3K views3 months ago
YouTubeBritta
0:34
Learn To Sail in the Caribbean on a Catamaran
597 viewsAug 1, 2024
YouTubeSailingBritican
35:14
Is the Caribbean Becoming Too Dangerous for Cruisers?
49K views7 months ago
YouTubeThe Sailing Doodles Podcast
6:06
6 Essential Tips for exploring Saba Island! | Caribbean's Most Unique …
1.9K views5 months ago
YouTubeSailing Virgins
2:15
Luxury yacht sailing in the Caribbean with Chronos
569 views11 months ago
YouTubeVENTURESAIL HOLIDAYS
14:39
Boat Life: Welcome to Lobster Island 🦞 (Barbuda) | Ep. 65
13.7K viewsOct 23, 2022
YouTubeNavika Sailing
1:04
Sailing Adventures from Barbados to St Lucia
39.4K views4 months ago
TikTokimkamal04
18:49
⛵️The reality of sailing the Caribbean!! 😅 Ep.294
36.9K viewsAug 20, 2023
YouTubeOdd Life Crafting
24:50
SAILING to the NATURE ISLAND 🦜 | Catamaran Sailing to Dominica
105.5K viewsApr 16, 2020
YouTubeTula's Endless Summer
25:18
Sailing remote islands of the Caribbean- Laura Dekker World Sa…
19.9K viewsJun 7, 2021
YouTubeLaura Dekker World Sailing Foundation
14:32
The Best Caribbean Sailing Destination So Far! Getting To Gu…
2.8K viewsApr 23, 2023
YouTubeSailing Symphony
11:48
Sailing Back to the CARIBBEAN
16.1K viewsOct 14, 2020
YouTubeSailOceans
9:23
Sailing In The Caribbean: The Spanish Virgin Islands
902 viewsJul 27, 2021
YouTubeVirgin Island Sailing®
See more videos
Static thumbnail place holder

Short videos

0:29
Caribbean sailing moments 🌊 #sailinglife #aroundtheworld #oceancrossing
1.5K views1 month ago
YouTubeGrand Large Yachting Rally
1:23
Sailing the Caribbean Sea: Weather Dictates the Journey
42.8K views3 weeks ago
TikTokomarnok
0:18
Singlehanded sailing in the Caribbean Sea
129.7K views1 month ago
YouTubeSampson Boat Co
0:22
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing #travel
3.5K views6 months ago
YouTubeKUNDALINI Sailing
0:40
Sail the Caribbean with Explora Journeys: Exclusive Group Cruise! #travel
1.2K views4 months ago
YouTubeSIG the Solo Cruiser
0:19
Luxury Catamaran Charter in Turks and Caicos 🌴 | Ultimate Caribbean Sailing Experience
5 views1 week ago
YouTubeCaptain Caicos
0:13
Sailing the Caribbean islands. Grenada to the Bahamas #grenada #sailingadventures
168 views1 month ago
YouTubeAurora traveller fpv
0:44
⛵ Sailing Tropical Destinations in the Caribbean 🌴
120 views6 months ago
YouTubeBIGG LUM ENT
0:49
Caribbean Sailing Complete 🌴⛵ → Europe Adventure Begins 🌍
168 views2 months ago
YouTubeI’m Golden Boy
0:10
MSC Seascape March 2026!
1.8K views1 month ago
YouTubeBryce S
0:26
47 Hours Across the Mona Passage… With Kids 😳
1.3K views1 month ago
YouTubeWildly Intrepid Sailing
1:04
Sailing Adventures from Barbados to St Lucia
39.4K views4 months ago
TikTokimkamal04
0:38
UPDATE: 4 spots left! 🩵 I’m hosting my first GROUP SAILING TRIP through the
71.4K views3 months ago
TikToktaylorpolcyn2
0:09
⛵️Sailing Our Cares Away in Grenada🇬🇩#sailing #catamaran #travel
206 views6 months ago
YouTubeSV Monashee
2:18
Sailing the Caribbean: Unlock the Secrets of Kundalini Energy #kundalinisailing #travel
992 views6 months ago
YouTubeKUNDALINI Sailing
0:25
What Did We See Sailing the Caribbean? #sailing #catamaran #travelvlog
1.7K views5 months ago
YouTubeSV Monashee
0:10
Two cruise ships sailing through the Caribbean at the same time 🚢
861 views2 months ago
YouTubeCruise With Kate
0:14
Sail the Caribbean with Your Own Calypso: A Sea of Adventure Awaits
612 views2 months ago
YouTubeLinixi Sakisu
0:07
Liberty of the Seas | Bolder Thrills. Bigger Adventures. From Southampton.
255.9K views3 months ago
YouTubeRoyal Caribbean UK
0:31
Liberty of the Seas | Bolder Thrills. Bigger Adventures. From Southampton.
118.3K views3 months ago
YouTubeRoyal Caribbean UK
Static thumbnail place holder