About Miami Sailing
Miami Sailing is a family-run charter company that has been putting guests on the water under sail since 2001, operating exclusively private sailboat experiences from the Miami Beach Marina at 300 Alton Road. Every trip is a private affair — no shared boats, no strangers — aboard elegant 40- to 50-foot sailing yachts crewed by a licensed captain who doubles as guide, historian, and bartender. That private-only model has earned the company a loyal following among couples, families, and small groups who want an intimate Biscayne Bay experience rather than a crowded party-boat atmosphere.
The charter menu spans nearly every time slot and mood. Daytime sails cruise past Star Island, Fisher Island, and the Stiltsville houses on the edge of the bay, while sunset cruises catch the golden hour as the sun drops behind the Brickell skyline — widely considered one of the most photogenic views in South Florida. Dinner sails add a catered meal aboard, and full-moon adventures offer a magical nighttime perspective with the Miami skyline glittering across the dark water. For guests who want to do more than sit back, hands-on learn-to-sail sessions put you at the helm under the captain's supervision, teaching tacking, jibing, and sail trim on the open bay.
Each charter includes a cooler stocked with water, soft drinks, and ice, with guests welcome to bring their own food and beverages aboard. Swim and snorkel stops can be added to daytime sails when conditions are right, turning a sailing trip into a full water-day experience. The marina's South of Fifth location means easy access to some of Miami Beach's best restaurants for a pre- or post-sail meal, and free street parking is available on weekends. For visitors who want to experience Miami from the water at a pace dictated by the wind rather than an engine, Miami Sailing offers the most refined and personal option departing from the beach.
