Sailing Packages

Captained Sailing Adventures!

From our hailing port of Bainbridge Island, we offer intimate, customizable, sailing experiences in Puget Sound and beyond aboard our classic sailing yacht.

Sailing Packages

All sails are private booking for 1-6 guests | Prices do not include tax | View our cancellation policy

Two Hour Sail

Sailing Puget Sound is an unforgettable experience.  Come aboard, we’ll set sail and soak up the panorama of these beautiful and inspiring waters.


Half Day Sail

Join us for four hours of sailing and exploring.  Leave your worries behind, but bring your sense of wonder.  This sailing package provides the opportunity for more time under sail, and a great way to view wildlife.


Blake Island

Set sail for this idyllic State Park island that is only accessible by boat.  This excursion includes adventuring ashore at Blake Island, where you can walk the network of trails through the forest, or comb the beaches for treasure!


All Day Sail

Take the whole day and settle into life under sail.  This package gives you the opportunity to learn the ropes and lend a hand with the sailing, or just relax; this is your day on the water.


Adventure Sail Overnight

Come enjoy two full days of sailing with an overnight at the dock, all to yourselves.  The captain will stay ashore, giving you the freedom to come and go from the boat as you please, enjoying the charms of life on the waterfront.

Destinations include, Gig Harbour and Port Townsend.

Starting at $1895

Six-Night San Juan Adventure

Exploring the San Juan Islands under sail is an unforgettable experience.  Join us for a six night adventure through these gems of the Pacific Northwest.

Starting at $7000

Ceremonies & Memorials

We can offer you a respectful and sacred space aboard, or transport you to a nearby destination for a ceremony or memorial.  All are welcome.

Starting at $300

Outdoor Lifestyle / Commercial Photography

Our classic sailing vessel, TRUE, provides an incredible venue for a variety of photo shoots, with her sleek lines and teak finishes.   With plenty of room for your photography team, product line, and models, we can build the perfect sailing excursion for you.

Chili Sail
(Winter Only)

Enjoy the hidden splendor of winter sailing; with a warm bowl of homemade chili and a comforting hot drink as you take in the surroundings and wildlife.

Available November – March.


Island Sail & Stay (Winter Only)

This package offers an opportunity to enjoy the hidden splendor of winter sailing, followed by a stay ashore in our cozy 200 sq ft architecturally designed backyard guesthouse.


The Yacht

True comes from the design desk of world-renowned naval architect, John Alden, who designed over 1000 boats, including the majestic schooners of the 1930s and 40s. His work, without question, represents great American boat design, and our 44-foot Pearson Countess Ketch, True, is no exception.

Ready to book your adventure? Got some questions? Send us an email or give us a call! 206.788.6512

Harbour Marina:  233 Parfitt Way SW, Bainbridge Island, WA 98110  |  Slip #23

2 + 3 = ?

Connect with us!