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The Best Sailboat Rentals Near Sitka
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Sitka
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$200-$27,965
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$600-$690
Kayaks
Who says you need a motor to have fun on the water?
$600-$2,800
Fishing Charters
Let a captain do the driving while you do the fishing
$350-$380
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$27,965
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$2,800
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$350
Recent Reviews in Sitka
LF
Lucy
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Great experience - everything exactly as described. we had 28 people on the boat, had a great trip with communication from the admin staff and boat crew on the day 😊
DN
Duyen
Safe & solid sailing catamaran - Green power! Stunning beauty & great location!
Captain Jan Passion is very welcoming, accommodating, and super communicative. His vessel is clean and just as advertised. I can’t wait to book a next trip with him.
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!
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.
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
JA
Jem
Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC
If I could give 10/5 stars, I would. We had an engagement shoot and David and Alison exceeded all our expectations. They were fun, friendly, and professional. They made us feel at ease during the sail. Super knowledgeable. They toured us around and knew exactly where to take photos. We had an exceptional time and are already thinking of our next sail with them two. We highly recommend David and Alison for all your sailing needs. Definitely the BEST Captain and Crew out there!
Top Sailboat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Real reviews from happy Getmyboaters.
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