Charter Kai

Charter Kai Kai is a custom built monohull sailing yacht. We specialize in custom sailing trips and luxury sailing vacations in the Caribbean and New England.
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Check out CharterKai.com for more!

We're all still adjusting to the heat of the Caribbean after our stint in New England - except for Sam, of course.Sam sa...
17/11/2024

We're all still adjusting to the heat of the Caribbean after our stint in New England - except for Sam, of course.

Sam says that it's never too hot for snuggles

Come sail with us!
www.charterkai.com

Kai is BACK!Another successful crossing from Bermuda to the Virgin Islands is in the books and we couldn't have done it ...
14/11/2024

Kai is BACK!

Another successful crossing from Bermuda to the Virgin Islands is in the books and we couldn't have done it without our wonderful crew!

Sometimes weather gets in the way - but dang it's fun! We have had so much fun during our stopover in Bermuda. Could you...
03/11/2024

Sometimes weather gets in the way - but dang it's fun!

We have had so much fun during our stopover in Bermuda. Could you think of a better place to wait out a storm? We can't!

Come sail with us!
www.charterkai.com

BOO!
31/10/2024

BOO!

Picture this: You're on a beautiful 70' Monohull Sailing Yacht, the sun warming your face, a perfect breeze filling the ...
29/10/2024

Picture this: You're on a beautiful 70' Monohull Sailing Yacht, the sun warming your face, a perfect breeze filling the sails, and five of your favorite people by your side. It’s the perfect day on the open sea, with nothing but blue horizons and good company. 🌞🌊

Come sail with us!
www.charterkai.com

Picture this: sailing through the Eastern Caribbean on a classic 70' monohull sailing yacht. No rush, no crowds – just d...
27/10/2024

Picture this: sailing through the Eastern Caribbean on a classic 70' monohull sailing yacht. No rush, no crowds – just days of swimming in clear blue waters, exploring quiet beaches, and soaking up the island vibes at every stop.

Whether you’re snorkeling vibrant reefs, kicking back on deck with endless ocean views, or seeking days packed with adventure, this experience has it all. Perfect for an unforgettable family vacation or as the backdrop to a dream proposal, our yacht provides the space and charm for every moment to feel special.

This isn’t just a trip; it’s an experience. Swim, explore, unwind, and make lasting memories as we show you the very best of the Eastern Caribbean.

Come sail with us!
www.charterkai.com

Today is World Development Information Day, and it reminds us that sailing isn't just about fun trips on the water. At C...
24/10/2024

Today is World Development Information Day, and it reminds us that sailing isn't just about fun trips on the water. At Charter Kai, we love showing people unforgettable, bucket-list experiences - we’re passionate about the sea, but we’re equally committed to making a difference when we can.

In July 2022, we sailed supplies to Haiti to support communities in need, and in 2019, after Hurricane Dorian, we brought relief to the Bahamas. With each of our service trips, we call on the power of social media to garner support and strengthen the dissemination of information of how each of us can make a difference.

Today, we stand with the global community in raising awareness and taking action for sustainable development. Whether it's an unforgettable getaway or lending a hand in times of crisis, our sails are always up for a purpose. 🌍💙

https://www.un.org/en/observances/development-information-day

Good night Block Island. Tomorrow we sail for Bermuda
19/10/2024

Good night Block Island. Tomorrow we sail for Bermuda

Looking for a unique way to explore St. Croix? We’ve got you covered! Our 3-hour private catamaran charter is perfect fo...
18/10/2024

Looking for a unique way to explore St. Croix? We’ve got you covered!

Our 3-hour private catamaran charter is perfect for up to 6 people, with 2 hours of sailing and 1 hour of snorkeling at a beautiful reef.

Or, go all out with our Full-Day sail & snorkel tour! Visit multiple snorkel spots, enjoy a delicious lunch onboard, and make the most of your time on the water with your private group.

Whether you’ve got a few hours or the whole day, this private adventure is just for you and your crew!

Escape the winter blues this season and come bask in the sunshine of St. Croix!Swap snow boots for barefoot walks on the...
17/10/2024

Escape the winter blues this season and come bask in the sunshine of St. Croix!

Swap snow boots for barefoot walks on the beach and freezing temps for warm ocean breezes. Step aboard our luxury monohull sailing yacht and cruise through crystal-clear waters, soak up the sun, and discover hidden island gems. 🛥️🏝️

Winter doesn’t have to mean cold! Break free and come enjoy the Caribbean sunshine. Book a charter November 15 - December 15th and enjoy a 20% discount!

Come sail with us!
www.charterkai.com

We are southbound tomorrow. Follow along at
16/10/2024

We are southbound tomorrow. Follow along at

Manage your Garmin Explore or inReach account. With Explore and inReach, you can communicate, map, track, and share your trek from anywhere on Earth.

What better way to say 'Just Married' than aboard a stunning sailing yacht in the Caribbean?Join us for 5 days and 4 nig...
12/10/2024

What better way to say 'Just Married' than aboard a stunning sailing yacht in the Caribbean?

Join us for 5 days and 4 nights of pure romance aboard our Classic Monohull Sailing Yacht, Kai. Picture waking up to the sound of gentle waves, sailing to secret beaches, and ending each day with a sunset you’ll never forget. Whether you’re up for exploring, relaxing on deck, or sharing a private dinner under the stars, we’ve got every detail covered. Start your forever in the most unforgettable way—let’s make it happen!

Come sail with us!
www.charterkai.com

Get yourself the present you truly deserve this holiday season – 8 days and 7 nights sailing through paradise on a class...
10/10/2024

Get yourself the present you truly deserve this holiday season – 8 days and 7 nights sailing through paradise on a classic luxury monohull yacht! 🎁🏝️

Instead of bundling up in the cold, spend your days soaking up the sun, exploring beautiful beaches, and unwinding in total luxury.

From crystal-clear waters to gourmet meals and endless relaxation, this is the ultimate way to treat yourself. Whether you're snorkeling, paddleboarding, or just lounging with a view, it's time to give yourself a holiday experience like no other.

Make this season unforgettable – book your spot today!

Why stay in a hotel when this could be your view for the week? 🌊⛵️ Imagine waking up to the sound of waves, stepping out...
09/10/2024

Why stay in a hotel when this could be your view for the week? 🌊⛵️
Imagine waking up to the sound of waves, stepping out onto the deck of a luxurious monohull sailing yacht, and starting your day with endless ocean horizons and fresh sea air.

For 8 days and 7 nights, this is your home – sailing from one stunning destination to the next, with gourmet meals, water adventures, and total relaxation waiting for you every day. 🐠☀️

Forget the crowded resorts. Your room with a view is ready! Book now before the best dates are gone.
Come sail with us!
www.charterkai.com

New Private Day Sail Charters on St Croix!We are so excited to start offering private day sails on 'Quest' our 57' Saili...
08/10/2024

New Private Day Sail Charters on St Croix!

We are so excited to start offering private day sails on 'Quest' our 57' Sailing Catamaran. Whether you’re looking for an all-day adventure, a 3-hour sail & scuba, or a relaxing sunset sail, we’ve got you covered.

These intimate outings are for groups up to 6. You’ll have the yacht to yourselves - it doesn’t get much better than that!

🌞 All-Day Private Trips
🤿 3-Hour Sail & Scuba
🌅 Private Sunset Sails

If you’re ready for a little ocean escape, get in touch and let’s make it happen. This is your chance to enjoy the water, just the way you want it.
Come sail with us!
www.charterkai.com

Ready to check off a bucket list adventure?Imagine spending 8 days and 7 nights sailing through pristine waters, discove...
06/10/2024

Ready to check off a bucket list adventure?

Imagine spending 8 days and 7 nights sailing through pristine waters, discovering hidden gems, and living in pure luxury aboard our monohull sailing yacht. This isn’t your typical vacation—it’s the adventure of a lifetime!

Wake up to the sound of the ocean, dive into crystal-clear waters, enjoy gourmet meals on deck, and end each day with breathtaking sunsets. Whether you’re craving relaxation or ready to explore, we’ve got the perfect balance for you. 🛥️

Ready to make unforgettable memories? Book now and let’s set sail on an epic journey you’ll be talking about for years to come.

Ever dream of spending a week on the open sea?Picture this: 8 days and 7 nights sailing aboard our beautiful monohull ya...
05/10/2024

Ever dream of spending a week on the open sea?

Picture this: 8 days and 7 nights sailing aboard our beautiful monohull yacht, exploring hidden coves, crystal-clear waters, and some of the most stunning coastlines you've ever seen.

Wake up to the sound of waves, enjoy fresh, delicious meals from our onboard chef, and spend your days however you want – snorkeling, hiking, paddleboarding, or just soaking up the sun with a drink in hand.

It’s the perfect blend of adventure and relaxation, and trust me, it’s even better than it sounds. Ready for a trip you’ll never forget? Let’s make it happen. Limited spots, so grab yours now!
⛵️ Come sail with us! www.charterkai.com

  Holiday Spaces Available! Dreaming of a luxury escape on the open sea this holiday season? Our exclusive monohull yach...
03/10/2024

Holiday Spaces Available!

Dreaming of a luxury escape on the open sea this holiday season? Our exclusive monohull yacht charters are the perfect way to celebrate, but spaces are filling up fast! Whether you're planning a festive family gathering or a peaceful retreat, now is the time to book your unforgettable journey.

Don’t miss out on sailing into the holidays in style - Come sail with us!

www.charterkai.com

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