Overnight sails


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 - pls inquire - as each year we have different boats )


Departure location depends on yacht dockage

  • Leopard 4600 catamaran - luxury option - comfortable for at least 12 day sail (legal requirement no more than 12 guests) / 6 pax overnight - Coconut Grove - from $3000/day
  • 44’ Sailboat -crewed -  from inquire (inclusive of food) - available from Bahamas (February - July), Miami - FL Key - rest of the year
  • Beneteau 461 - use of 2 cabins - max 4 ppl
  • 40 ft sailboat (quality model) max 2 ppl ( one cabin used)
  • Beneteau 461  "Wind Runner” - luxury option - currently day sails only - Miami Beach
  • from $1250 ( 40 ft fleet) 

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 


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 MiamiSailing.net!   We look forward to welcoming you on board soon. 
For Information and Reservations call us at 786.423.3131 or e-mail:  MiamiSailing.net@gmail.com 
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