Coconut Grove: Miami’s
Sailing Capital

Aerial view of Coconut Grove Marina
Aerial view of Coconut Grove Marina

By: Kara Franker

Explore the waters of Biscayne Bay via sailboat.

With it’s location on Biscayne Bay, Coconut Grove has long been the sailing capital of Miami. The best way to see all of Miami, from Miami Beach to Key Biscayne and down to the Florida Keys, is from the bay.

Coconut Grove is a great place to rent a boat to take out for the day, join in on a regatta, or bring your own vessel to explore the surrounding waters. The neighborhood’s location right on Biscayne Bay, makes it the perfect place for a local yacht club, sailing club and marina—all within walking distance of one another. You’ll also find local outfitters that rent paddleboards, which is a great way to explore the mangroves and marinas.

Visit Dinner Key Marina where you'll find more than 500 slips as well as sailing charter companies. There are also local captains who offer everything from day cruises and family catamaran trips to sunset sails. For the beginning sailor, schedule a weekend getaway to obtain your Basic Keelboat Certification, a program that will prepare you to take out a sailboat on your own anywhere in the world.

Florida’s largest wet slip marina, Dinner Key is located within walking distance to Monty’s Raw Bar and the Fresh Market grocery store. There are sailing charters and academies located within the docks at Dinner Key specializing in everything from romantic day cruises, lessons, catamaran trips or family onboard adventures.

You’ll find Coconut Grove Kayak & SUP where you can rent stand-up paddle boards and kayaks. To cruise further offshore, rent a boat from American Watersports located on South Bayshore Drive by Monty’s.

Nearby by at Shake-A-Leg Miami, there’s more than the usual charters and sailing lessons. This adaptive water-sports facility on the water helps anyone who wants to enjoy the bay whether therapeutic or recreational. Some of the very worthy initiatives of Shake-A-Leg include working with veterans, children and adults with disabilities, as well as offering summer camps, after school programming, mentoring and more. Rent a powerboat, canoe, kayak or sailboat. If you’re in town for a full moon you won’t want to miss the full moon sail.

Be Offshore is a casual cruising company that will provide you with a boat, captain and a 19-mile route around Miami’s best sights. Be Offshore offers private or shared trips. If you opt for a private tour, you’ll have the freedom to customize your trip. But if you go with a group tour you’ll see everything from the famed mansions of Star Island to the private homes of Fisher Island.

With the wind at your back, a day of sailing, for the seasoned veteran or the novice, is an idyllic way to spend a day in Coconut Grove.

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