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Sailboats
Set sail with these traditional wind-powered boats
$50-$850
Fishing Charters
Let a captain do the driving while you do the fishing
$40-$850
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$150-$500
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$150-$500
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$40-$850
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$175-$350
Kayaks
Who says you need a motor to have fun on the water?
$30-$850
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$525
MM
Monica
Sailing Adventure Aboard 44' Hunter Sailboat
I cannot rave more about how AMAZING our experience was with Geoff! 1000 stars! It was absolutely beautiful and he made sure we had the best view of the sunset. We booked with him for an engagement photoshoot and he was super professional, fun, and incredibly helpful throughout helping us get the perfect shots. I’d recommend booking with Geoff for any occasion. I will definitely book again! Thanks Geoff!
GT
George
Sailing Adventure Aboard 44' Hunter Sailboat
Geoff was awesome! His sailboat was very clean and he was very accommodating. My wife and I went out to watch the sunset in Portsmouth and the itinerary was perfect. Geoff was really pleasant and we’ll definitely book with him again.
EG
Edward
Sweetwater Pontoon 20ft
Brett was very accommodating to a last minute request and the boat was in excellent condition. He delivered the boat to our rental property and picked it up at the end of the rental. He made this experience as easy as possible and I would highly recommend him!
Megan
32ft Classic Swedish Sloop Sailing Charter
We had a wonderful sail with Linda on her beautiful boat! It was a really lovely afternoon on the water. The communication about where to meet and weather conditions was clear and easy. She had excellent knowledge of the area as well as great sailing tips. We would book with Linda again!
JP
Jose
32ft Classic Swedish Sloop Sailing Charter
This experience has been such an amazing swelling ride for our family. Linda has made this trip even special for accommodating with our needs. She has been a great captain from the start to end. Her gorgeous boat was spectacular! We highly recommend Linda for others to experience a moment to remember. Thank you, Linda for everything. We will be back next year!
PM
Philip
32ft Classic Swedish Sloop Sailing Charter
Linda is a top-notch captain and wonderful company on a day of sailing. My family of four had a full day of sailing on beautiful Penobscot Bay and Linda was a great teacher for me and my kids who aspire to have a boat of our own some day. Plus she made a delicious lunch for us. Thanks Linda! We'll do it again!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!