Private sailing charters in Key West

Thirsty Lady is a 45-foot Beneteau sailing yacht run by a family of USCG licensed captains. Every charter is private, so the whole boat is yours.

Private Overnight Charter

Stay aboard for 2, 3 or 4 nights. A sunset sail and daily sailing and snorkeling are included, for up to six guests.

From $1,100 per night, plus tax

Private Sail and Snorkel

About four hours on the water for up to six guests. Snorkel the reef or spend the day sailing.

$800 for the whole boat, plus tax

What our guests say

★★★★★

“Hands down the best part of our Key West trip.”

Todd · Avon, Connecticut

★★★★★

“This was the best place we've ever stayed at and we travel quite a bit.”

Rebekah

★★★★★

“They truly made you feel like you were part of their family.”

Kristina · Laramie, Wyoming

Read all guest reviews or check dates and book