Sail the San Juan Islands 72' Sailboat with large Jacuzzi (Anacortes)
5.0
(9 bookings)
,
72 ft
Boat length
Up to 12
Passengers
Captained
This boat is rented with a captain
98%
Owner’s response rate
The boat
Sail Away on a Mini-Vacation with Gypsy Wind
Ahoy, adventurers!
Why settle for just a few hours when you can turn the weekend into a sailing escape? Gypsy Wind isn’t just a yacht—it’s a 72-foot floating resort with a hot tub on the aft deck, gourmet galley, private suites, and the freedom of the open sea.
Join us for 3-day, 2-night mini-vacations (or longer) where you’ll sail, explore, and relax—all while supporting local 501(c)(3) charities and youth sailing programs.
Take a sneak peek here: Gypsy Wind Video
⚓ Mini-Vacation Packages:
✨ Hope Island, Oak Harbor and Bowman Bay via Deception Pass
Friday to Sunday | 3 Days / 2 Nights
$250 per person | $3,000 for the group
✨ San Juan Islands Getaway
Friday to Sunday | 3 Days / 2 Nights
$500 per person | $6,000 for the group
✨ Victoria, B.C. Canada Adventure
Thursday to Sunday | 4 Days / 3 Nights
$666 per person | $8,000 for the group
Why Choose Gypsy Wind?
Floating Luxury: Hot tub under the stars, fully enclosed heated cockpit, and 4 private cabins with their own baths.
Unmatched Dining: Pizza oven, smoker BBQ, espresso bar, ice cream maker and more—your tastebuds will thank you.
Adventure at Every Turn: Kayaking, whale watching, hiking, crabbing, paddleboarding, or just sipping cocktails at sunset.
Family and Group Friendly: Sleeps up to 12, perfect for 3 families with kids or groups of friends.
Sailing with Purpose: 100% of proceeds support local charities and youth sailing programs.
The Experience:
Something magical happens when you cast off the dock lines and sail into the islands. You’ll feel the wind fill the sails, smell the salt air, and hear the splash of dolphins or sea lions nearby. At night, watch the water glow with bioluminescence—like stepping into a scene straight out of Scooby-Doo.
Departures Daily from:
Everett, Seattle, or Anacortes
Destinations include the San Juan Islands, Gulf Islands, Desolation Sound (Canada), Alaska, Mexico, Hawaii, Marquesas Islands (French Polynesia)
Early booking open for our 2026 Alaska Adventure Cruise!
Details:
Gyspy Wind is a Bareboat charter: Crew and fuel settled separately after your trip, bring your own food and drinks.
4 Private cabins with A/C, heat, and ensuite baths
High-speed WiFi, Bluetooth entertainment systems, kayaks, paddleboards, `wakeboard inflatable swim island, dinghy and more!
Book Your Sailing Getaway!
Spots fill fast, book early—don’t get stuck on land with FOMO! Escape for the weekend, recharge at sea, and know your adventure gives back to the community.
Read more
Owned by
Mike
5.0
(9 ratings)
Amenities
Rod holders
Bathroom
Stereo
Stereo Aux Input
Bluetooth audio
Floating mat
Inflatable toys
Floating island
Cooler / Ice chest
Air conditioning
Swim ladder
Paddleboards
Children's life jackets
Kayaks
Snorkeling gear
See all
Specifications
Year
1990
Length
72 ft.
Make
Irwin Yachts
Model
72
Capacity
12
See all
Add-ons
Explore optional add-ons to tailor your booking at checkout.
Drone video
$79
/ booking
Floating mat
$300
/ booking
Tube
$55
/ booking
/ (excl. fees)
Terms
- Fuel is included.
- Security deposit: $0.
- Cancellation policy:
- Charter type: Bareboat
Ratings & reviews
5.0
(0 rating)
Boat location
Exact location information is provided after a booking is confirmed.
Your crew
Boat owner
Mike
5.0
(9 bookings)
We are dedicated to offering Charity Charters that not only raise funds but also nurture teamwork and sailing skills in youths. Our goal is to bring awareness, attract donors, and provide online booking options for different charter experiences in Puget Sound and the San Juan Islands.
See profile- Response rate: 98%
- Avg. response time: < 4 hours
Things to know
Allowed on boat
pets
swimming
smoking
alcohol
kids under 12
fishing
glass bottles
shoes
liveaboard
red wine
Cancellation policy strict
- Free cancellations until 30 days before the booking start time.
- 50% refund for cancellations between 15-30 days before the booking start time.
- Cancellations within 14 days of the booking start time are non-refundable.
Commercial owner
This boat belongs to a Commercial Owner, an independent boat rental company. A Commercial Owner is an independent, Boatsetter-approved boat rental company who provides their own insurance to their guests.
Security deposit
A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.
Learn moreCaptain info
If requested, the owner can provide a list of available captains for bareboat charter or the renter can use their own qualified captain. If the boat is being time chartered, the owner will provide the Captain.