We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
Sailboats
Set sail with these traditional wind-powered boats
$140-$1,925
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$2,075
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175-$300
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$150-$400
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$150
Kayaks
Who says you need a motor to have fun on the water?
$425
Fishing Charters
Let a captain do the driving while you do the fishing
$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$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!
FG
Fran
"RENT ME" Spacious 38' Cruiser- plenty of room for celebrating or relaxing!!!
Our family had an amazing time on the Kraken. Captain Ken was a gracious host and helped us to create a day that was just what we hoped for. The boat is beautiful and comfortable. We knew we were in the care of a knowledgeable and experienced captain. I would highly recommend Captain Ken and The Kraken. We are still smiling as we remember our day. ☀️🛥️🌊
TJ
Tierra
42ft Party Yacht Best of Baltimore 2022-23 Winner!
It was a ⭐️⭐️⭐️⭐️⭐️ experience from the very beginning!! The owner answered all of my questions and was very knowledgeable and personable! Once on the yacht, he made us feel like family! The views, vibes, and conversation were top tier…he made our Father’s Day weekend one to remember!! I highly recommend Mr. Brian for all your boating needs and he has quite an impressive fleet with 10+yrs experience!! BOOK IT NOW, THANK ME LATER! 🥳🙌🏽🥂
Chante
42ft Party Yacht Best of Baltimore 2022-23 Winner!
Had an amazing time. The captain was very knowledgeable. The communication was amazing before and during the boat ride. The music sound quality was amazing. We had more than enough space for our entire party. I loved that we had the option of upper deck, lower deck or the front of the boat. Highly recommend and will def book 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!
August 01, 2023
Read Article
November 23, 2022
Read Article
October 03, 2022
Read Article
April 14, 2022
Read Article
December 11, 2020
Read Article
December 29, 2019
Read Article