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All listings in Alaska

Incredible sailboat rentals in Alaska, United States.

Page 1 of 16 listings

Hunter 29' Sailing Charter! Discover Alaska
Sailing in Seward · 6 guests

Hunter 29' Sailing Charter! Discover Alaska

5.0
$350-$769day
Sailing Alaska Inside Passage Morgan 46' Sailing Vessel For Hire
Sailing in Juneau · 6 guests

Sailing Alaska Inside Passage Morgan 46' Sailing Vessel For Hire

5.0
$380day
35' Sailboat for Adventure in Seward
Sailing in Seward · 6 guests

35' Sailboat for Adventure in Seward

New
$400day
🚤 Ultimate Alaskan Adventure - Fishing, Hunting, and Exploring! 🎣🦌🗺️
Fishing in Homer · 5 guests

🚤 Ultimate Alaskan Adventure - Fishing, Hunting, and Exploring! 🎣🦌🗺️

New
$1,000-$1,200night
Sail Alaska - Juneau, Glacier Bay, Sitka, Petersburg, Haines Whale Watching & More
Tours in Sitka · 6 guests

Sail Alaska - Juneau, Glacier Bay, Sitka, Petersburg, Haines Whale Watching & More

New
$405day
Sailing Lake Clark Alaska - All Inclusive With Voyage 500 Catamaran
Sailing in Port Alsworth · 6 guests

Sailing Lake Clark Alaska - All Inclusive With Voyage 500 Catamaran

New
$4,000-$5,333night

Sailing Reviews in Alaska

  1. Beck

    Beck

    Hunter 29' Sailing Charter! Discover Alaska

    Encore was an amazing sailboat in a beautiful area. Kate was very easy to communicate with and very helpful throughout the whole process. The boat is well equipped with everything you will need for a few days out in the bay. We spent both our nights in thumb cove, where we found the anchoring conditions to be the best in the area. Truly beautiful boat and surroundings made for a pristine trip.

  2. DANIEL

    DANIEL

    Hunter 29' Sailing Charter! Discover Alaska

    We had the most incredible time aboard!! Checking in and out the boat was a breeze and dealing with Nate and Kate was very smooth. The day we were supposed to go out wasn't ideal and Nate offered to change to the following day which was beautiful. We will definitely be back and recommend this company in the future! Thanks again, Dan & Kirsten

  3. RT

    Rachel

    Sailing Alaska Inside Passage Morgan 46' Sailing Vessel For Hire

    We had a wonderful afternoon on John's boat! He made a delicious lunch and we saw some beautiful parts of SE Alaska. Highly recommend for anyone looking to explore this very special part of the world. Can't do Juneau without getting out on the water!

  4. Lynne

    Lynne

    Hunter 29' Sailing Charter! Discover Alaska

    Kate’s friendly communication and advice regarding anchorages made the checkout a breeze and added much to the incredible experience of sailing in Resurrection Bay

  5. Jeff

    Jeff

    Hunter 29' Sailing Charter! Discover Alaska

    Great boat in an unbelievable location. Boat felt bigger than it was and was a great base for 3 days in Resurrection Bay. Kate was very helpful.

  6. NA

    Nathan

    Hunter 29' Sailing Charter! Discover Alaska

    Kate and Nate have great boats very reasonable rates and Seward is beautiful for sailing