Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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HER DREAM CAME TRUE🐋 Sailing from Moorea to Raiatea
Holly and Ray

HER DREAM CAME TRUE🐋 Sailing from Moorea to Raiatea

This week Holly’s dream of swimming with humpback whales came true! 🐋 Conditions weren’t perfect, but feeling the vibrations of their songs while in the water was an unforgettable experience. 🤯 We provisioned up and checked the weather before departing on a peaceful moonlight sail to Raiatea the fol...
THIS is Sailing the South Pacific⛵️
Holly and Ray

THIS is Sailing the South Pacific⛵️

We’re back! 🎥 Join us for a week in the life sailing French Polynesia with friends.⛵️ In this video, we take you along on an eventful sail from Tahiti to Moorea, where things went from smooth sailing to rough motoring…The journey was worth it when we pulled into a picturesque anchorage with steep mo...
Sailing in Grenada with The O’Kelly’s… This is “IT”⛵️❤️ #boatlife #travel #smoothsailing #sailing
Holly and Ray

Sailing in Grenada with The O’Kelly’s… This is “IT”⛵️❤️ #boatlife #travel #smoothsailing #sailing

Sailing around Grenada with our friends Nick and Megan, hoping to remind them why the boat buying process is worth it! 🙏🏼 #catamaran #liveaboard #grenada #sailingaroundtheworld
Sailing Around the World: Grenada Carnival (SPICEMAS 2023)
Holly and Ray

Sailing Around the World: Grenada Carnival (SPICEMAS 2023)

This week we experienced an item on every sailor’s bucket list: Grenada Carnival! 🇬🇩 We woke up early to participate in J’ouvert, marking the official start of Carnival. We danced with Jab Jabs and marched through town to the Soca Beats. We returned the next day for Fancy Mas/Pretty Mas, despite the...
Every Day is Saturday | Sailing Grenada With Friends
Holly and Ray

Every Day is Saturday | Sailing Grenada With Friends

This week we took our friends, the O’Kelly’s, for a leisurely sail around Grenada. We picked up a mooring ball in St. George’s, swam, and visited the House of Chocolate Museum. Ray grilled steaks in the cockpit, and we had dinner aboard while we watched a beautiful sunset! Subscribe to the O’Kelly...
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