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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$785
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$60-$245
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$75-$500
Sailboats
Set sail with these traditional wind-powered boats
$150-$500
Kayaks
Who says you need a motor to have fun on the water?
$75-$325
Fishing Charters
Let a captain do the driving while you do the fishing
$150-$350
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$280
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$150-$350
BF
Bruce
38-ft Hunter 376 Sailing Adventure in Annapolis
Our family of four, who are experienced sailors, appreciated the opportunity to sail with Alberto and his lovely wife, who shared lots of great stories and reflections of sailing on the Bay. The boat was perfect for a day of sailing, and exactly how described on the website. It was clean and comfortable and we felt completely welcomed, and were able to participate in sailing activities as we desired, while also relaxing and enjoying some downtime. Great time sailing!
George
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
HIGHLY recommend Capt Joe for a fantastic sailing experience out of Rock Hall. Joe worked with us to get a last-minute booking when another booking fell through. He and his crew are experts and you will not be disappointed. He let us take the helm and participate as much or as little as we wanted to. Sol Searcher is a beautiful, well-equipped boat - plenty of comfort and speed (wind dependent of course.)
TM
Tom
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and Grace were amazing, and helped with a very romantic sunset sail. The were ver gracious, accommodating, and knowledgeable. If we get the chance we will definitely come back and hire them again!
EG
Emmanuel
2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Booked the boat last minute for my girlfriends surprise birthday weekend and Sunmi was very flexible with the location and time. If you’re looking for a sentimental experience, please book him. If I had more than 5 stars, I’d give it to him. Thanks Sunmi!!!
DK
Deanna
2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
Our group had the most amazing early evening trip! We went swimming, stopped for drinks and had the best day of summer so far! DuShawn and Carla took great care of us and cruising the bay at 4 pm was so peaceful, relaxing and the perfect temperature! It would be hard to top the fun we had especially crashing a 50th birthday party at the Rumor Reel! We all can’t wait to go out with DuShawn again!!
SM
Shabnam
2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
Dushaune was an incredibly wonderful and amazing captain! He has a fun, warm, welcoming personality! He was very easy to communicate with, and he answered all my questions in-depth! The whole boating tour experience was perfect - from start to finish! He is extremely knowledgeable about the history of the surrounding landmarks! My friends and I cannot stop raving about the boating experiences; we will hands down go back to Dushaune’s boating tour!! 5/5 stars for everything! :)
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!
August 01, 2023
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