Private Sailing Charter
Miami, Florida Keys
About This Activity
A private sailing charter on Biscayne Bay offers unmatched views of the Miami skyline, Star Island celebrity homes, and turquoise waters. Half-day charters start around $400-600 for up to 6 guests. Many operators include snorkeling stops, paddleboards, and sunset timing for golden-hour photography.
Seasonal note: Year-round. Calmest waters Nov-May.
See This in an Itinerary
This activity appears in 122 of our curated itineraries.
Best 3 Days in Florida Keys — Romantic
Miami → Upper Keys
Best 3 Days in Florida Keys — Photography
Miami → Upper Keys
Best 5 Days in Florida Keys — Romantic
Miami → Upper Keys → Marathon
Best 5 Days in Florida Keys — Photography
Miami → Upper Keys → Marathon
Best 5 Days in Florida Keys — Adventure
Miami → Upper Keys → Marathon
Best 5 Days in Florida Keys — Without Walking Tours
Miami → Upper Keys → Marathon
More Activities in Miami
South Beach & Art Deco District
Stroll the iconic Art Deco Historic District and soak up South Beach's vibrant oceanfront scene
Wynwood Walls & Design District
Discover world-class street art murals and cutting-edge galleries in Miami's creative heart
Little Havana
Experience Miami's Cuban soul with cafecito, cigars, live salsa, and Domino Park on Calle Ocho
Everglades Day Trip
Venture into the Everglades for an airboat ride through sawgrass marshes and alligator sightings
Key Biscayne & Bill Baggs State Park
Escape to Key Biscayne for pristine beaches, the historic Cape Florida Lighthouse, and kayaking
Upper Keys Day Trip
Drive the Overseas Highway to Key Largo and Islamorada for snorkeling, wildlife, and island vibes
Miami's Kid-Friendly Must-Sees
Explore Miami Zoo, the Children's Museum, and Jungle Island with the whole family
South Beach: App guided - half day
Spend a half-day exploring the top sights. You won't be able to see everything, but with the help of your App Guide, you