Vagabonde Adventures

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Annapolis, here we come ⛵This week we’re at the Annapolis Sailboat Show with two boats we’re really excited about: Arcad...
10/13/2026

Annapolis, here we come ⛵

This week we’re at the Annapolis Sailboat Show with two boats we’re really excited about: Arcady, the brand new 2026 Outremer 48, and an awesome Outremer 55

Come walk the docks with us, climb aboard and ask us about all things Outremer

📍 Dock C, City Dock, Annapolis
🗓 Thursday, October 15 to Sunday, October 18
⏰ Thu to Sat 10am to 6:30pm, Sunday 10am to 5pm
🎟 Tickets at annapolisboatshows.com

Want a set time to tour the boats or talk test sails? DM us or email [email protected]

See you on the docks!

Let us take care of everything! For 4-6 guests (depending on the yacht), our all-inclusive charters include your stay on...
09/22/2026

Let us take care of everything! For 4-6 guests (depending on the yacht), our all-inclusive charters include your stay on either our Outremer 45 or Outremer 52, your professional captain, all on-board provisions, water toys and yacht fees. ⛵️ Get in touch for a free yacht quote for more info

09/15/2026

Went on a hike with my mum, switched off from the noise of the world, and got back in touch with nature.

The world is beautiful. People are wonderful. And time with family is priceless. - Jack

This is what a day actually looks with us on the water 🌊On our private yacht charters, we have a completely flexible iti...
09/08/2026

This is what a day actually looks with us on the water 🌊

On our private yacht charters, we have a completely flexible itinerary, customized to each guests preferences. Coffee on the bow, sails up mid-morning, a stop wherever the water looks too good to pass up, dinner under the stars. Some days you can get your turn on the helm, and some days you may just want to float all day on a paddleboard doing absolutely nothing. Both are perfect charter days on our water

If this looks like your kind of week, we’re here to help

09/02/2026

Looking for the perfect time to book your sailing charter? We’ve got all the info here

09/01/2026

In case you missed it: a full walkthrough of Sophia, our 2023 Outremer 52. 🛥️

She’s the boat hosting our next shared charter, November 8-14 in the Abaco Islands. 3 cabins, room for 6 guests, and she’ll cruise at over 20 knots when the wind’s up. You will get to experience everything that makes Outremer boats the best on the market first hand.

Only 2 cabins left for the week in November. If you’ve been eyeing a week on the water, this is the one. DM us for details

⛵️Attention all sailors!⛵️ We’re running our first shared charter of the Bahamian season. Perfect for couples or friends...
08/27/2026

⛵️Attention all sailors!⛵️
We’re running our first shared charter of the Bahamian season. Perfect for couples or friends that are looking for an exciting adventure on the water.

🌊This will be more than just a week of snorkeling and sunbathing 🏝️ We’ll be doing some proper sailing through the Abaco Islands aboard our Outremer 52 ‘Sophia’. Join us and earn your ASA certifications from award winning ASA Instructor Jack, or simply join for an amazing adventure.

🌊Sold by the cabin (2 guests) for $9,950 USD
This includes your expert captain, 6 nights aboard our 52ft sailing catamaran ‘Sophia’, all on-board provisions for breakfasts, lunches and 2 dinners, plus all yacht fees (fuel, mooring feels, water, dockage, power, taxes)

🌊Teaching guests how to sail along with like-minded people from our epic community is our bread and butter. Only 2 cabins left so contact us today for more info and to secure your spot.

06/08/2026

Welcome to ✨Falmari✨ our 2023 Outremer 45.

🌊She’s one of the most capable performance catamarans out there, built in France and designed to be fast, safe, and genuinely fun to sail.

Falmari hosts up to 4 guests in 2 private cabins, and her shallow draft gets you into spots in the Bahamas that most boats can’t touch.

This is Outremer at its best. Join us for a 6-night charter in the Bahamas this season.

📅Calendar open November - May 2026/2027

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Miami, FL

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