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Sail the San Juan Islands

Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge
Sail Bainbridge
Sail Bainbridge south sound
Sail Bainbridge south sound
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge
Sail Bainbridge
Sail Bainbridge
Sail Bainbridge
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge bed
Sail Bainbridge bed
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge
Sail Bainbridge
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge south sound
Sail Bainbridge south sound
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge bunks
Sail Bainbridge bunks
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge
Sail Bainbridge
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge dining
Sail Bainbridge dining
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge Oru San Juans
Sail Bainbridge living
Sail Bainbridge living
Sail Bainbridge san juans
Sail Bainbridge san juans
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Sail Bainbridge
Sail Bainbridge Woodstove
Sail Bainbridge Woodstove

“For two summers, we have traveled by boat with Captain Ben into the San Juan Islands. These trips are the thing that stay with my family throughout the entire year and are something that we talk about over and over again. The tranquility, natural beauty, and overall vibe of the trip is something very special, indeed! There is not a single detail that is overlooked throughout the trip or on Ben’s beautiful boat, True. The sleeping accommodations are so comfortable and who doesn’t sleep amazingly well being gently rocked by the salty sea?! I’m the cook each trip and the galley is well appointed and fun, fun, fun to cook in! Lots of space to stretch out and relax, and beautiful spaces to be together, and also to find a private corner to reflect on where you are, and on all the beautiful existential questions that come up on a trip like this! Ben is not only a very capable sailor, but also a charming person in general. His storytelling and knowledge of the places, the flora, and the wild birds and animals that we encounter, are something that he shares freely and happily with his guests, and is frankly one of the best parts of the whole trip. We all feel safe and very well cared for aboard Ben’s boat. He tailors each trip to our desires and eagerly accommodates our wishes and dreams for what the trip can be. Then, in his singular way, he exceeds our every expectation and outdoes himself at every turn. We took this year off, but we can’t wait to sail with Ben again!” – Heidi MacFarley

CONTACT US TO BOOK!

Exploring the San Juan Islands under sail is simply breathtaking! It’s an experience bound to make lasting memories for everyone aboard.

We will tailor your dream trip from a plethora of destination and anchorage options for a delightful adventure through this magical cluster of islands along the Canadian border. The experience promises to be full of marine wildlife, serene hikes, charming villages, breathtaking sunsets, crab feasts, paddle boarding and more.

This trip requires a minimum of 4 nights/5days. There are many wonderful islands and anchorages to explore. The longer the trip, the more you will experience!

This trip departs and returns from our home port of Eagle Harbor, on Bainbridge Island, though alternate departure and arrival ports can be arranged.

Price will vary depending on nights aboard and food provisioning options. We will be happy to discuss building the perfect trip for you and everything is customizable. Call us today to discuss your San Juan Island adventure! Book Now!

Departure Time: determined by custom itinerary

Up to 6 guests

Two complementary paddleboards are included in this sailing package.

  • Price
    starting at 5 days $8495
Home » Sail the San Juan Islands

Sailing Packages

  • Two Hour Sail
  • Sunset Sail
  • Half Day Sail
  • Blake Island Day Trip
  • Blake Island All Day + Night at Anchor
  • Bio Lights Night Tour
  • All the Way Around
  • Blake Island Shuttle +
  • Seattle/Bainbridge Boat Shuttle
  • Sail the San Juan Islands
  • Elegant Night at Anchor & Sunset Sail
  • Overnight Sail Excursion
  • Ceremonies & Memorials
  • Outdoor Lifestyle / Commercial Photography
  • Sail 2 Ski Expeditions

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