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All listings in Coral Gables

Great sailboat rentals near Coral Gables, Florida.

Page 1 of 18 listings

Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour
Instant Book
48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil
Sailing in Miami · 13 guests

48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

5.0
$187+/hour
Sail Miami! Beautiful Beneteau 43 Cruising Monohull
Sailing in Miami · 10 guests

Sail Miami! Beautiful Beneteau 43 Cruising Monohull

5.0
$170/hour
65ft Pershing Yacht for Luxury Charter and Miami Fun!
Events in Miami · 13 guests

65ft Pershing Yacht for Luxury Charter and Miami Fun!

New
$450/hour
42' Luxury Catamaran Sailboat
Sailing in Miami · 6 guests

42' Luxury Catamaran Sailboat

New
$285/hour
Luxury Catamaran Party |  Lagoon 460 F
Sailing in Miami · 12 guests

Luxury Catamaran Party | Lagoon 460 F

New
$415/hour
48ft Sailing Catamaran – Day Charter in Miami with Captain
Sailing in Miami · 12 guests

48ft Sailing Catamaran – Day Charter in Miami with Captain

New
$423+/hour
38’ Lagoon Catamaran Charter In Miami, Florida
Sailing in Miami · 13 guests

38’ Lagoon Catamaran Charter In Miami, Florida

5.0
Snoozed - Active 02 Jan 2026

Sailing Reviews in Coral Gables

  1. IL

    Iryna

    Let's go Sailing in Miami!

    What an amazing day we had celebrating my dad's birthday! We spent the day sailing and trying out paddle boarding, and Captain Rod made the experience even more enjoyable with his friendliness and great service. The food we ordered was absolutely delicious too!

  2. WD

    Wayne

    Let's go Sailing in Miami!

    Steve and Rodrigo were great start to finish! Our goal was to build on our sailing experience, and they are both great teachers, letting us take the helm as much as we wanted and providing tons of useful insight. Not to mention they're both good guys, and we'd absolutely recommend them for any kind of outing you have in mind.

  3. CR

    Cara

    Let's go Sailing in Miami!

    I highly recommend Captain Steven and Rodrigo for your boating needs. Spending the afternoon on their 40ft sailboat, Mystiko, was a slice of heaven…we could not have asked for a better experience. They found a perfect spot to let our family take a swim, had an amazing playlist that set the mood, and they organized an absolutely incredible charcuterie board and steak/salmon barbecue for my sister’s birthday. It was positively sublime. Thank you, Captain Steven and Rodrigo!

  4. CR

    Cecelia

    Let's go Sailing in Miami!

    We had a lovely time for my birthday. It was a perfect day for sailing and Capt. Steven's Benneteau is beautiful. We paid a little extra for Capt Steven and Rodrigo to grill some steaks for us while my party took a swim. It was a special experience to sit in the lagoon at the end of key Biscayne and smell the grill while we sat in the water. The steaks were amazing! high quality and perfectly cooked. We ate the them with pieces of brie cheese and it was the best food we had tasted in 12 months. Capt. Rodrigo went above and beyond and his wife helped him design a whole charcuterie board with fruit and nuts and delicious cheese and fine salami. Capt. Steve and Rodrigo were great company as well as excellent hosts. The day was perfect, this was money well spent. I would go sailing with them again and again.

  5. DC

    DEBBIE

    Let's go Sailing in Miami!

    Capt Steven and his assistant were a pleasure to sail with. They communicated with us constantly to understand the experience we wanted, and how best to deliver it. They were also flexible. They anticipated our needs and exceeded our expectations. We will definitely book with them again!

  6. Alessandra

    Alessandra

    Let's go Sailing in Miami!

    What an amazing day! Great day out in the sea and Captain Steven was the best! The boat is gorgeous and we had a great time sailing to Key Biscayne. He stopped so could get in the water and the snacks were delicious. Thank you so much! We will be back!