Find a sailing boat in Maryland for rent - Sailogy

Find a sailing boat in Maryland for rent

18 boats in this area

Great sailing performance, easy to find places in the marina

Have you already thought about your flight?

I don't need a skipper, I have my sailing license!

You are the captain of this yacht, you are free to go wherever you want and this route definitely is going to be full of undiscovered bays. No extra costs for a skipper, it's cheaper and you are only with your friends. Have fun and enjoy your holidays!

No sailing license? On the way to undiscovered paradise with a skipper!

Let somebody take care of you, so you could relax and enjoy your trip. Just remember that you will buy a food for him as for a member of your crew. Imagine that you don't need to think about anything, no stress, only relaxation and lots of sun and cristal clear water.
Where does the skipper sleep?

Bareboat or skippered boat?

Still don't know if you need him? WIth sailing license you can rent a yacht without a skipper, in case you don't have it the skipper is an obligatory member of your crew.

Hunter 33

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2009
  • 2 cabins
  • 32.7 ft
  • 6 berths
  • 1 WC

Jeanneau Sun Odyssey 45 DS

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2008
  • 2 cabins
  • 42.6 ft
  • 6 berths
  • 2 WC

Jeanneau Sun Odyssey 409

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2012
  • 3 cabins
  • 40.5 ft
  • 8 berths
  • 2 WC
Luxury yacht charter

Choose one of our art-featured yachts for the best sailing experience.

Jeanneau Sun Odyssey 379

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2013
  • 3 cabins
  • 37.7 ft
  • 6 berths
  • 1 WC

Jeanneau Sun Odyssey 389

Annapolis, Maryland
  • Optional skipper
  • New boat
  • Sailing boat
  • 2016
  • 2 cabins
  • 38.6 ft
  • 4 berths
  • 1 WC

Jeanneau Sun Odyssey 41 DS

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2015
  • 2 cabins
  • 40.5 ft
  • 4 berths
  • 2 WC

Jeanneau Sun Odyssey 409 Performance

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2013
  • 3 cabins
  • 40.5 ft
  • 6 berths
  • 1 WC

Jeanneau Sun Odyssey 349

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2015
  • 2 cabins
  • 33.9 ft
  • 4 berths
  • 1 WC

Jeanneau Sun Odyssey 41 DS

Annapolis, Maryland
  • Optional skipper
  • New boat
  • Sailing boat
  • 2016
  • 2 cabins
  • 40.5 ft
  • 4 berths
  • 2 WC

Jeanneau Sun Odyssey 439

Annapolis, Maryland
  • Optional skipper
  • Sailing boat
  • 2015
  • 2 cabins
  • 43.8 ft
  • 4 berths
  • 2 WC