Sailing vacations in South Florida and the Bahamas


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With Miami Sailing you can cruise for a week in Florida Keys or the Bahamas, get away for a weekend in Miami, or head-out for just a few hours in the very best South Florida sailing destination - Biscayne Bay. 

We offer crewed charters (with skipper or captain and mate/cheff) - we do not offer bareboat rentals (without our skippers)

Boat availability (different rates apply for each boat)

Leopard 4600 for up to 6 overnite weeklong ( up to 8 shorter sail)

from $3000 per day (discounts for a  weeklong rental )

available from/to Bahamas and FL Keys

40-44’ Sailboat - from 1250 /day (plus food) 

These are approx rates - as each year we may have different vessel available with different rates

Lancer xs2 family charter FL Keys XS Free Anchorage in FL Keys xs

The Florida Keys are well known for its original beauty and subtropical climate, moderated by ocean breeze that altogether offer splendid conditions for yacht charters year around . The chain of romantic islands begin south of Miami, and extends for over 170 miles to the lowest key, laid-back Key West.  The route offers spectacular views, living coral reefs great for diving and snorkeling, quality marina facilities or peaceful anchorages. 

Crewed sailing charters to the Florida Keys with Miami Sailing guarantee the perfect vacation time and remedy for daily stress, plus life time adventure and fun.

Request our rates via e-mail including departure date, number of participants and duration. Our rates depend on a yacht, number of guests and duration - the longer charter the cheaper it gets.


> 7 day cruise to Key West - Weekly sailing charter to Key West from Miami

(extended charters - departures from Fort Lauderdale, West Palm Beach or Key West also possible


> Multiple day sailboat charters in Florida Keys eg John Pennekamp Park

>  weekend in Miami on a sailboat - sailing charter with overnights in best spots of Miami

other routes available 

private cruise miami m 


Our mother vessel, named After You ("Como Tu") is an elegant 42’ monohull Lancer  and comfortably accommodates up to 6 passengers for day charters and 2 plus crew  on overnight sailing trips. Our weekly charters are perfect for any occasion including family get-aways with kids, honeymoons or friends get-togethers. Our yacht has 2 cabins (with queen berth each), salon (with 2 extra double beds), fully equipped galley (refrigerator, stove, microwave, coking ware) and one head/bathroom with shower with extra deck shower. There is water heater and air-conditioning.

See pictures of your charter vessel.                     

And the most important factor that guarantees your good and safe time on the boat is our crew.    Capt Miguel and Agata - will make your sailing adventure safe, enjoyable and memorable.                

Join in multi-day sailing adventure in Florida Keys 


Reservations require half deposit. Full Payment 30 days before departure day.  Read more

Read other charter detail

wedding florida sailboat xs pet friendly sailing xs 

 Thank you for visiting!   We look forward to welcoming you on board soon. 
For Information and Reservations call us at 786.423.3131 or e-mail: 
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