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    5. /Private Two-Hour Day Sail on South Puget Sound
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    Private Two-Hour Day Sail on South Puget Sound

    Bring up to six and enjoy a complimentary cocktail while you sail

    5.0 stars• 77 reviews
    From$395incl. taxes and fees

    Duration

    Two Hours

    Ideal For

    Up to 6 people

    Includes

    Complimentary drink, Life jackets

    Highlights

    Set sail on South Puget Sound for a relaxed private two-hour cruise. Help hoist sails or unwind in bean bag chairs with a complimentary cocktail.

    • Sail the South Puget Sound on a private charter
    • Help hoist sails or take the wheel
    • Relax in comfortable bean bag chairs
    • Enjoy a complimentary cocktail or mocktail
    • Bring your own drinks and snacks
    • Add a charcuterie board to your sail

    What's Included

    • Complimentary cocktail or mocktail
    • Adult and child life jackets

    Things to know

    Accommodates up to 6 guests. Children must wear life jackets; adults may be required by the captain. Swimming is only with captain permission and a signed waiver and may be restricted by conditions.

    Split the cost with your group

    This booking is for the whole experience, which fits up to 6 guests.

    From$65per person
    Split with

    Cancellation Policy

    We sail rain or shine. Cancel 7 full days in advance for a full refund. Refunds are not issued due to weather unless conditions are deemed unsafe by the captain. Reschedule 7 full days in advance with no fee; otherwise a 25% reschedule fee applies. No refunds for rescheduled sails.

    FAQs

    No. Bring your own drinking water.

    Yes. You can bring your own drinks and snacks, and you can also bring your own food. You also get a complimentary round of cocktails or mocktails, and you can add a charcuterie board.

    Swimming is only allowed with the captain’s permission and a signed swim waiver (provided on board). Swimming may be restricted if conditions are windy or there is strong current, and it only happens when sails are down. Towels are not provided.

    Meeting details

    We sail out of the Boston Harbor Marina at 312 73rd Ave NE in Olympia.

    Experience provided by Olympia Sailing Company

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #WXAQQA

    Sailing Cruise

    $395.96

    Fits up to 6 guests · Two Hours

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    77 reviews•Google Maps
    75
    0
    0
    0
    0

    Cosima and her crew have built something genuinely special on the water in Olympia. Guests rave about the warmth and knowledge the family brings to every outing, and the personal touches, like complimentary cocktails, cozy wood-burning stoves, and stunning views of Mount Rainier and the Olympics, make each cruise feel like a carefully curated experience rather than a generic boat tour. The fleet includes a classic schooner and the Manna, a charming trawler with a sun deck and enclosed seating perfect for year-round sailing. Reviewers consistently highlight how close to the water you feel on both vessels, and the BYOB and bring-your-own-food policy makes it easy to customize the outing. Sunset cruises and special occasions like birthdays and even weddings come up frequently, with Cosima going out of her way to make those moments memorable. One minor piece of feedback that surfaced was that communication between the captain and passengers could be a little tricky when the boat is underway, though this came from a single reviewer and didn't seem to dampen anyone's overall enjoyment. If you're looking for a relaxed, scenic escape with genuine hosts who clearly love what they do, this one is worth booking.

    What people are saying

    Review 1 of 5
    5/5

    We had an incredible experience with Olympia Sailing Company! Ocean and Mena made our evening absolutely unforgettable. From the moment we stepped aboard the beautiful schooner Pterodactyl, they greeted us with warm smiles and genuine hospitality, making us feel welcome and comfortable throughout the entire sail. One of the most special parts of the experience was learning about the history of the Pterodactyl, which was built in 1970 by Ocean's father. Hearing how he captained this family built vessel on so many adventures made the trip feel even more meaningful. As people who weren't familiar with sailing, we really appreciated that Ocean and Mena explained each step of what they were doing and answered our questions along the way. They also encouraged us to explore the beautiful, one of a kind living quarters aboard the schooner, which was such a unique experience. Our sail through Puget Sound was breathtaking. We saw an abundance of wildlife, the State Capitol, and other boats enjoying the water. They even treated us to a complimentary rum punch cocktail, which was the perfect touch. Everything about the experience was top-notch. Ocean and Mena clearly love what they do, and it shows in every detail. Thank you for giving us a magical evening and memories we'll cherish for years to come. Five stars to this amazing company and crew, we can't recommend Olympia Sailing Company enough!

    Photo of Ciara Morales (All Fur Them)

    Ciara Morales (All Fur Them)

    July 2, 2026

    Review 1 of 1
    5/5

    We had an incredible experience with Olympia Sailing Company! Ocean and Mena made our evening absolutely unforgettable. From the moment we stepped aboard the beautiful schooner Pterodactyl, they greeted us with warm smiles and genuine hospitality, making us feel welcome and comfortable throughout the entire sail. One of the most special parts of the experience was learning about the history of the Pterodactyl, which was built in 1970 by Ocean's father. Hearing how he captained this family built vessel on so many adventures made the trip feel even more meaningful. As people who weren't familiar with sailing, we really appreciated that Ocean and Mena explained each step of what they were doing and answered our questions along the way. They also encouraged us to explore the beautiful, one of a kind living quarters aboard the schooner, which was such a unique experience. Our sail through Puget Sound was breathtaking. We saw an abundance of wildlife, the State Capitol, and other boats enjoying the water. They even treated us to a complimentary rum punch cocktail, which was the perfect touch. Everything about the experience was top-notch. Ocean and Mena clearly love what they do, and it shows in every detail. Thank you for giving us a magical evening and memories we'll cherish for years to come. Five stars to this amazing company and crew, we can't recommend Olympia Sailing Company enough!

    Photo of Ciara Morales (All Fur Them)

    Ciara Morales (All Fur Them)

    July 2, 2026

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