

Romantic get-aways, family fun and more!
Ever wonder what it would be like to spend the night on a sailboat? Try an overnight sailing trip aboard Kiskeedee. All of our charters include our experienced and knowledgeable captain as well as our popular homemade french-style meals. You will board the sailboat on the Miami River or we can arrange for boarding or drop-off in Coconut Grove.
Overnight Sailing Trips from Miami
Depart from our dock and down the historic Miami River with its drawbridges, tugboats, lobster fisherman, famous restaurants and towering high-rises. We sail through downtown Miami and out into gorgeous Biscayne Bay. Enjoy sailing and sightseeing and pure relaxation for the rest of the afternoon. We will head towards a protected anchorage for the night and enjoy some swimming and happy hour as we watch the sunset. On Day 2, wake up to fresh coffee and croissants or try our home-made crêpes. We have the day for more sailing, swimming and exploring before we return to the dock or other drop-off in the afternoon.
Reserve Your Overnight Sailing Trip
- Up to 4 passengers in 2 double cabins
- Captain, mate, meals and most beverages included
- Departure from Miami River
- Drop-off or pick-up at Dinner Key Marina in Coconut Grove can be arranged
- Reservations required
- Contact us for rates and availability.