72 Foot Sailboat with large private Jacuzzi on deck

Ahoy, sea-loving adventurers!



Are you ready for a sailing getaway with a splash of luxury, a pinch of adventure, and a whole lot of feel-good giving? Look no further than Gypsy Wind, your floating escape with a hot tub on the aft deck (yes, you read that right—a HOT TUB on a sailboat!). Sail away, soak under the stars, and savor gourmet eats—all while supporting local 501(c)(3) charities. It’s the definition of feel-good fun on the water!

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Weekend Mini-Vacations

Book the weekend and save!

Friday through Sunday

3-days and 2-nights



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Why You’ll Love Gypsy Wind



Think of Gypsy Wind as your 72ft floating dream vacation, but better—because every cruise supports a great cause! Here’s what makes her special:

• Hot tub on the aft deck – Bubble away under the stars after a glorious day of sailing.

• Gourmet galley – We’re talking pizza oven, commercial grill, air fryer-oven, pellet Smoker-BBQ, espresso machine, ice cream maker, and more. Hunger? Not on our watch.

• Year-round comfort – A fully enclosed cockpit with a diesel heater means sailing is cozy even in chilly weather.

• Room for your crew – Sleeps up to 13 guests*, ideal for three families with kiddos or three couples who love a little adventure.

• Every dollar goes to charity – That’s right! Your incredible sailing trip helps fund local charities and our youth sailing programs. Feel-good factor: off the charts.

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Something special happens when you cast of the dock lines and head out to sea. Traveling by sail brings you closer to nature, making you more aware of the beauty that surrounds you. Feel the wind filling the sails, breath in the salty air, and listen to the divers sounds of marine wildlife. Witness the magic of bioluminescnece at night turning the water a Ghostly green glow, reminiscent of a scene from a "Scooby-Doo" cartoon!



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Upcoming Weekend Cruises: Set Sail for Fun!

Book any weekend or join our themed Milltown Sailing Association weekend cruises are more than just getaways—they’re full-fledged adventures with delicious potlucks, games, and fun surprises.



Here’s what’s coming up:



March 21st – Port Ludlow: Where lush hiking trails meet tranquil waters. Bring your hiking shoes and your kayak spirit!



April 25th – Port of Kingston: Think charming harbors, local shops, and the perfect spot for a waterfront stroll.



May 23rd – Langley: Artsy vibes, boutique shopping, and stunning views make this a favorite stop.



June 20th – Ludlow Back Bay Wagon Wheel: Get cozy in our legendary ―wagon wheel‖ anchorage—boaters raft together for a night of good food and great company!



July 11th-27th – Long Cruise to the San Juan Islands: Breathtaking scenery, marine wildlife, and secluded coves. Bucket list worthy? Oh yes.



August 8th – Poulsbo: Welcome to "Little Norway"—home to bakeries, charming shops, and Scandinavian coziness galore.



August 29th – Oak Harbor: Big marina, big fun! Enjoy a lively waterfront with top-notch facilities.



October 17th – Kingston Oktoberfest Cruise: Prost! Sail into fall with brats, pretzels, and Oktoberfest brews. Fun, games, and German-style celebrations included!



November 28th – Langley: Wrap up the season with a holiday-themed voyage—twinkling lights, cozy vibes, and the perfect way to sail into winter.



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Sailing for a Cause: Have Fun, Do Good

Not only will you be living your best life on the water, but you’ll also be giving back to the community. All proceeds from Gypsy Wind charters go toward Local charities and our youth sailing programs, helping spread the joy of sailing to future generations. We are a 501(c)(3) Non-Profit

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Hop Aboard! Book Your Sailing Adventure Today!



Spots are filling fast, and trust us—you don’t want to be stuck on land with FOMO.



Whether you join a scheduled cruise or book a private charter, you’ll be making waves in the best way possible.



📍 Departures from Everett, Seattle, or Anacortes



San Juan Islands, Canada Gulf Islands, and Desolation Sound



Exclusive Early Bookings for Summer 2026 Alaska Adventure Cruise!



Bucket List "Checked"

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**Tailored Experiences Just for You;



Embark on the adventure of a lifetime with options for:

- Sailing, fishing, crabbing, kayaking, hiking, or whale watching.

- Thrilling water activities like tubing, wakeboarding, Scuba diving and paddleboarding.

- Or simply relax with a good book and let our crew do all the work.



**Capacity & Availability:



- Day Sails: Accommodates up to 12 guests.

- Overnight Adventures: Comfortable for 6 adults and 6 youth.



- Flexible options: hourly, day sails, or multi-day charters.



**Affordable Dream Vacations:



Experience luxury, comfort, and family-friendly amenities.



-Short on time? We can position Gypsy Wind to any location serviced by Kenmore Air. Fly from Lake Union to Friday Harbor, and spend your weekend exploring the San Juan Islands on Gypsy Wind!



**Your Home Away From Home:



- Gypsy Wind is a 72-foot Irwin sailing yacht, designed with all the amenities you need for an unforgettable journey:

- Private Comforts: Three guest cabins, each with a private bath and shower.

- Relax in Style: Spacious jacuzzi on the aft deck and enclosed cockpit with heater for all-weather comfort.



**Modern Amenities:



- Kitchen & Dining: Pizza oven, Espresso machine, convection oven, commercial griddle, pellet smoker, BBQ, and an ice cream maker.



- Comfort Features: A/C in each suite, electric blankets, cabin furnace heater, and a washer/dryer.



- Entertainment: Large flat-panel TV, Blu-ray player, Wii, Nintendo Switch, and high-speed internet with Wi-Fi.



- Convenience: 3 full-size refrigerators, 2 freezers, wet bar with an ice maker, Margarita machine and a large swim platform for easy water access.



2 Kayaks, 2 paddle boards, Inflatable dock and dinghy.



**The Ultimate Sailing Experience:



- Sail aboard a world-class luxury yacht crafted to deliver unparalleled excellence.



Witness marine life, breathtaking sunsets, and the tranquility of traveling by sail — an experience that belongs on everyone’s bucket list.



Let’s cast off the dock lines and create unforgettable memories with friends and family!