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The Best Sailboat Rentals Near Gary
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Gary
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$205-$1,115
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175-$990
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$600-$800
Fishing Charters
Let a captain do the driving while you do the fishing
$65-$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$350
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275
Kayaks
Who says you need a motor to have fun on the water?
$120
Top Sailboat Rental Locations Near Gary
Recent Reviews in Gary
UU
Uche
Fun family time Jet Ski Rentals at Lake Norman, NC
Breyanna was very good with communicating instructions and prioritizing safety. She was also flexible with scheduling and wanted us to have the best experience by providing alternative times when weather proved unstable.
dr
david
Set Sail with 36' Sailing Boat in Downtown, Chicago
Went on a 3 hour cruise with Captain Dawn and Ted and wow did we have a great time. It’s well worth it to see Chicago from the lake, and no better way to get out on the water than on a sailboat. Will definitely reach out to this group again when I return to Chicago.
RJ
Robert
Set Sail with 36' Sailing Boat in Downtown, Chicago
Ray and Cassidy were great! We didn't have a planned route or destination so Ray chose his own and it was incredible! The views were amazing and we had the best seats in the house to the Air and Water show! Ray and Cassidy were both friendly and knowledgeable through the whole experience. We couldn't have asked for a better crew! The boat was beautiful and a couple of us even had a chance to steer it. All around amazing.
BG
Bradley
Set Sail with 36' Sailing Boat in Downtown, Chicago
Ray and Cassidy were very friendly, and allowed us to help sail the vessel as we requested. Ray is very qualified and enjoys sailing. I'm sure we could have laid back and relaxed as they did all of the work, but I think our experience was much better for having been more involved. Thanks, and we'll definitely use Ray again if we are back in the area and have the chance!
Beth
Set Sail with 36' Sailing Boat in Downtown, Chicago
I can’t say enough for how great my experience was with Captain Ray, Captain Dawn and Captain Ted. From the initial booking all the way through the actual sailing, they were responsive, accommodating and amazing to work with. My fiancé and I did our engagement photos aboard Siren Song and the experience and photos exceeded everything I dreamed this day and these photos could be. Highly recommend!
LG
Leigh
Set Sail with 36' Sailing Boat in Downtown, Chicago
Ray and Dawn were excellent, professional captains. We departed around 6pm and took a lovely sunset trip around the harbor. Unfortunately the winds were a bit too high to sail further out onto the lake, but we all appreciated the safe and relaxing trip. Highly recommend!
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!
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