Sailing Caribbean: What to Know Before You Sail the Caribbean Islands (Routes, Seasons, Costs)
3:08
YouTubeGetBoat
Sailing Caribbean: What to Know Before You Sail the Caribbean Islands (Routes, Seasons, Costs)
Sailing Caribbean looks like pure freedom—turquoise water, steady trade winds, and island-hopping across the Caribbean islands sailing routes people dream about. In this video, we break down what you should actually know before sailing in the Caribbean: best seasons and weather patterns, realistic passage planning, safety basics, budgeting ...
131 views2 months ago
Shorts
Sailing the Caribbean islands. Grenada to the Bahamas #grenada #sailingadventures #caribbean #nature
0:13
168 views
Sailing the Caribbean islands. Grenada to the Bahamas #grenada
Aurora traveller fpv
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing #travel #karibszigetek
0:22
3.5K views
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing
KUNDALINI Sailing
Caribbean Islands
25 Best Places To Visit In Caribbean Islands 2025 | Travel Video
1:09:54
25 Best Places To Visit In Caribbean Islands 2025 | Travel Video
YouTubeScenic Hunter
580.4K viewsMar 29, 2025
23 Most Beautiful Caribbean Islands - Travel Video
29:52
23 Most Beautiful Caribbean Islands - Travel Video
YouTubetouropia
3.4M viewsOct 11, 2022
Best Caribbean Islands To Travel 2025 4K
14:25
Best Caribbean Islands To Travel 2025 4K
MSNIsland Hopper TV
7 months ago
Top videos
Caribbean Sailing Guide – Insider Tips
14:16
Caribbean Sailing Guide – Insider Tips
YouTubePrivilège Marine
35 views2 weeks ago
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
This beginner-friendly Caribbean sailing route takes you through calm waters, short sailing distances, and some of the most beautiful islands in the British Virgin Islands. From colorful harbors to crystal-clear anchorages, it’s an ideal journey for relaxed island hopping, easy navigation, and unforgettable views—perfect for sailors looking to enjoy the Caribbean at a comfortable pace. 👇👇👇👇👇 Discover the Caribbean you love—join tens of thousands who get our weekly insider updates on sailing
0:10
This beginner-friendly Caribbean sailing route takes you through calm waters, short sailing distances, and some of the most beautiful islands in the British Virgin Islands. From colorful harbors to crystal-clear anchorages, it’s an ideal journey for relaxed island hopping, easy navigation, and unforgettable views—perfect for sailors looking to enjoy the Caribbean at a comfortable pace. 👇👇👇👇👇 Discover the Caribbean you love—join tens of thousands who get our weekly insider updates on sailing
FacebookCaribbean Compass
15K views4 months ago
Caribbean Travel Guide
Top 10 Caribbean Islands You Must Visit | Ultimate 2025 Travel Guide
8:15
Top 10 Caribbean Islands You Must Visit | Ultimate 2025 Travel Guide
YouTubeThe Travel Edit
508 views9 months ago
Top 5 Best Places to Visit in the Caribbean Islands (2026 Travel Guide)
5:08
Top 5 Best Places to Visit in the Caribbean Islands (2026 Travel Guide)
YouTubeTriply
161 views2 months ago
10 Best Caribbean Islands to Visit | Ultimate Caribbean Travel Guide
5:00
10 Best Caribbean Islands to Visit | Ultimate Caribbean Travel Guide
YouTubeWanderlust Living
35 views3 months ago
Caribbean Sailing Guide – Insider Tips
14:16
Caribbean Sailing Guide – Insider Tips
35 views2 weeks ago
YouTubePrivilège Marine
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
7.6K views5 months ago
YouTubeSail Stillwater
This beginner-friendly Caribbean sailing route takes you through calm waters, short sailing distances, and some of the most beautiful islands in the British Virgin Islands. From colorful harbors to crystal-clear anchorages, it’s an ideal journey for relaxed island hopping, easy navigation, and unforgettable views—perfect for sailors looking to enjoy the Caribbean at a comfortable pace. 👇👇👇👇👇 Discover the Caribbean you love—join tens of thousands who get our weekly insider updates on sailing
0:10
This beginner-friendly Caribbean sailing route takes you through calm waters, short sailing distances, and some of the most beautiful islands in the British Virgin Islands. From colorful harbors to crystal-clear anchorages, it’s an ideal journey for relaxed island hopping, easy navigation, and unforgettable views—perfect for sailors looking to enjoy the Caribbean at a comfortable pace. 👇👇👇👇👇 Discover the Caribbean you love—join tens of thousands who get our weekly insider updates on sailing
15K views4 months ago
FacebookCaribbean Compass
Sailing the Caribbean islands. Grenada to the Bahamas #grenada #sailingadventures #caribbean #nature
0:13
Sailing the Caribbean islands. Grenada to the Bahamas #grenada #sailingadventures #caribbean #nature
168 views1 month ago
YouTubeAurora traveller fpv
Sailing Caribbean Islands
37:32
Sailing Caribbean Islands
16.3K views11 months ago
YouTubeIgor Stropnik
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing #travel #karibszigetek
0:22
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing #travel #karibszigetek
3.5K views6 months ago
YouTubeKUNDALINI Sailing
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
1.9K views2 months ago
YouTubeSailing Virgins
20:37
Sailing in the Caribbean from Martinique: North or South?
7.1K views4 months ago
YouTubeSailing Cocon
21:35
Exploring Caribbean Islands!... and then leaving... | Solo Sailing with No Engine. Ep. 47
3.9K views3 months ago
YouTubeFinding Freedom
1:04
Sailing Adventures from Barbados to St Lucia
39.4K views4 months ago
TikTokimkamal04
6:06
6 Essential Tips for exploring Saba Island! | Caribbean's Most Unique Destination
1.9K views5 months ago
YouTubeSailing Virgins
22:59
Caribbean Sailing! Antigua to British Virgin Islands + Range Test Electric Outboard | Ep 264
24.9K views9 months ago
YouTubeDistant Shores TV
20:24
THE CAPTAIN'S LEAVING | SAILING THE CARIBBEAN
8.5K views2 months ago
YouTubeThe Cruising Kiwis (TCK)
14:06
First Landfall in the Caribbean | Ep.16
3.9K views2 weeks ago
YouTubeZoe On The Waves
4 Days and 400 Miles Sailing Across the Caribbean Sea - Episode 39
19:22
Find in video from 07:04Magical Sailing Conditions
4 Days and 400 Miles Sailing Across the Caribbean Sea - Episode 39
36.6K viewsAug 27, 2021
YouTubeSailing One Life
0:25
Sail the Caribbean This Winter | Grenadines, Leewards & Mystery Islands
3.5K views8 months ago
YouTubeRubicon 3
12:32
Sailing Around Trinidad 🇹🇹⛵ | Exploring the Caribbean’s Hidden Gem ep. 37
306 views2 months ago
YouTubeSailing Deez Knots
19:25
EIGHT DAYS TO THE CARIBBEAN | Ep. 11 - Sailing South America’s Coast
2.3K views3 months ago
YouTubeBritta
1:55
Sailing the Caribbean: Unforgettable Adventures Aboard Kundalini #kundalinisailing #travel
2.1K views6 months ago
YouTubeKUNDALINI Sailing
11:08
Why the Catalina 42 Took Over the Caribbean
24.3K views2 months ago
YouTubePractical Sailor
25:35
Off-Grid Sailing the Bahamas – Spearfishing, Boat Life & Beach Bonfires! Ep-180
279.9K views11 months ago
YouTubeLeading the Escapade
Sailing the Caribbean Ocean, around British Virgin Islands- On a Catamaran...!
23:54
Find in video from 15:00Sailing to the Caribbean Ocean
Sailing the Caribbean Ocean, around British Virgin Islands- On …
70K viewsApr 7, 2024
YouTubeErik Aanderaa
10:52
Most Beautiful Caribbean Islands - The Grenadines - S4:E32
2.9M viewsNov 4, 2019
YouTubeSailing Doodles
28:16
CATAMARAN SAILING in the Caribbean 🌊 (with a crew of 8!) Ep 306
275.8K viewsNov 7, 2024
YouTubeSailing Zatara
29:58
Scuba Diving in St Thomas Caribbean Islands (Sailing Zatara Ep 68)
307.3K viewsJan 31, 2019
YouTubeSailing Zatara
11:45
Sailing the Caribbean - Part 2
3.6K viewsDec 8, 2024
YouTubeSailing Cocon
24:50
SAILING to the NATURE ISLAND 🦜 | Catamaran Sailing to Dominica
105.5K viewsApr 16, 2020
YouTubeTula's Endless Summer
11:30
Solo sailor female Caribbean island hopping Saintes Dominica
155.2K viewsMay 31, 2022
YouTubeSailing Rox
See more
Static thumbnail place holder

Short videos

0:10
This beginner-friendly Caribbean sailing route takes you through calm waters, short
15K views4 months ago
FacebookCaribbean Compass
0:13
Sailing the Caribbean islands. Grenada to the Bahamas #grenada #sailingadventures
168 views1 month ago
YouTubeAurora traveller fpv
0:22
Sailing the Caribbean: Discover the Ultimate Adventure #kundalinisailing #travel
3.5K views6 months ago
YouTubeKUNDALINI Sailing
0:29
Caribbean sailing moments 🌊 #sailinglife #aroundtheworld #oceancrossing
1.5K views1 month ago
YouTubeGrand Large Yachting Rally
0:57
Discover the Caribbean: Adventure with Kundalini Sailing #kundalinisailing
2.7K views6 months ago
YouTubeKUNDALINI Sailing
0:49
Caribbean Sailing Complete 🌴⛵ → Europe Adventure Begins 🌍
168 views2 months ago
YouTubeI’m Golden Boy
0:19
Luxury Catamaran Charter in Turks and Caicos 🌴 | Ultimate Caribbean Sailing Experience
5 views1 week ago
YouTubeCaptain Caicos
0:18
Singlehanded sailing in the Caribbean Sea
129.7K views1 month ago
YouTubeSampson Boat Co
2:20
Sailing the Caribbean: Discover Paradise Aboard the Kundalini #kundalinisailing #travel
1.6K views6 months ago
YouTubeKUNDALINI Sailing
1:55
Sailing the Caribbean: Unforgettable Adventures Aboard Kundalini
2.1K views6 months ago
YouTubeKUNDALINI Sailing
1:04
Sailing Adventures from Barbados to St Lucia
39.4K views4 months ago
TikTokimkamal04
1:18
Sailing Adventures in the Caribbean Paradise Kundalini Experience #KundaliniSailing
1.3K views6 months ago
YouTubeKUNDALINI Sailing
0:30
What to Know Before Sailing Caribbean: Short Hops Beat Big Passages #GetBoat
885 views2 months ago
YouTubeGetBoat
0:25
What Did We See Sailing the Caribbean? #sailing #catamaran #travelvlog
1.7K views5 months ago
YouTubeSV Monashee
0:20
What to Know Before Sailing Caribbean: Anchoring Is the Real Skill #GetBoat
341 views2 months ago
YouTubeGetBoat
0:19
🌴SailingParadise 🐢 & Below Deck Filming?! #sailingcouple #catamaran
223 views3 months ago
YouTubeSV Monashee
0:41
We are on our way from Trinidad to the BVI's. Fantastic Caribbean sailing! #shorts
407 views1 month ago
YouTubeHalcyon Yachts - International
1:03
Caribbean 600 Sailing Race Begins in Antigua | 600-Mile Challenge Around 11 Islands
1.1K views2 months ago
YouTubeExpress News
0:58
Exploring Pablo Escobar‘s abandoned drug island in the Caribbean #Sailing #Bahamas
2.6K views1 month ago
YouTubeCreighton Baird
0:10
Two cruise ships sailing through the Caribbean at the same time 🚢
861 views2 months ago
YouTubeCruise With Kate
Static thumbnail place holder