Booking and pricing
Is the boat private?
Yes. When you book, the whole boat and your captain are yours. You never share it with other groups.
How long can I stay?
Stays are 2, 3 or 4 nights. For something custom, call or text Stephanie at (305) 896-7723.
How much does it cost?
One price covers your stay and your daily sailing for up to six guests, starting at $1,100 per night for the whole boat. Rates may be higher on holidays and peak dates. See the Private Overnight Charter page for what each stay includes. Florida and Monroe County taxes (12.5%) are added at checkout.
When is your season?
We sail from October 20 through May 7.
How do I pay?
Book online with a $500 deposit, paid securely by card. The remaining balance is due 5 days before check-in. If you book within 5 days of check-in, the full amount is due when you book.
What’s your cancellation policy?
Cancel at least 7 days before check-in and your $500 deposit is fully refunded. If you cancel less than 7 days before check-in, the deposit is non-refundable. See our full booking policies below.
Is my booking confirmed right away?
Yes. When you book online, you’ll get a confirmation email as soon as your deposit goes through.
On board
How many people can stay?
Up to six guests of any age. The boat has three private cabins, each with its own bathroom and shower.
How big are the cabins?
Thirsty Lady is a real sailboat, so the cabins are cozy. They’re private, comfortable and air-conditioned, and the forward cabin has a queen-sized bed.
Is the boat air-conditioned?
Yes, and the A/C runs cold.
Can we cook on board?
Yes. The galley has a stovetop, microwave, refrigerator and coffee maker, and there’s a dining table that seats six.
Can we bring our own food and drinks?
Yes. You’re welcome to bring your own food, groceries and drinks, including alcohol.
What do you provide?
Linens, towels, toiletries, snorkel gear, kitchen supplies, coffee and ice.
What should we bring?
Swimsuits, reef-safe sunscreen, sunglasses, a hat, soft-soled shoes and a light jacket for evening sails.
Are kids welcome?
Yes, guests of any age are welcome. Your captain goes over safety procedures, including life jackets, when you arrive.
Are pets allowed?
Sorry, no pets.
Can we have a party on board?
Sorry, no. Thirsty Lady is for a relaxed stay with up to six registered guests, so we don’t allow parties or large gatherings.
Sailing and snorkeling
Do I need sailing experience?
No. Our USCG licensed captains, Captain PJ and Captain Pat, handle the sailing. You’re welcome to help or just relax.
Is the captain with us the whole time?
No. Your captain is on board when you go sailing. The rest of the time, the boat is all yours.
Do we have to sail every day?
No. Sailing is included, but your itinerary is flexible. Sail and snorkel every day, or spend some days exploring Key West. We’ll plan around what you’d like, weather permitting.
Where do we snorkel?
Typically the Sambo Reefs and Sand Key, depending on weather and conditions that day.
Can we go fishing?
No. Thirsty Lady is not a fishing boat. Our trips focus on sailing, snorkeling and swimming.
What if the weather is bad?
Your safety comes first, and your captain makes the call on every sail. See our weather policy below.
Arrival
Where do we meet the boat?
Thirsty Lady’s home is Oceans Edge Marina in Key West. We’ll send boarding instructions before you arrive.
Is there parking?
Yes, parking is available at Oceans Edge Marina.
What are check-in and check-out times?
Check-in is at 3 pm and check-out is at 11 am. We’re happy to be flexible when our schedule allows.
What can we do in Key West?
Plenty. Duval Street, the Southernmost Point, great restaurants and sunset at Mallory Square are all nearby.
Do you offer day trips?
Yes. Our private sail and snorkel trip is $800 for up to six guests, plus 7.5% Florida sales tax. It’s about four hours and usually leaves between 9 and 10 am. Choose a snorkeling trip or a day of sailing.
Booking Policies
Booking and payment
- Stays are 2, 3 or 4 nights.
- A $500 deposit confirms your booking. The remaining balance is due 5 days before check-in.
- If you book within 5 days of check-in, the full amount is due when you book.
- Payment is by credit card through our secure online checkout.
- Florida sales tax (7.5%) and Monroe County tourist tax (5%) are added to overnight stays. The private sail and snorkel trip is subject to Florida sales tax (7.5%).
- There are no cleaning fees or added booking fees.
Cancellations by the guest
- Cancel at least 7 days before check-in: your $500 deposit is fully refunded.
- Cancel less than 7 days before check-in: the deposit is non-refundable.
- We recommend travel insurance to cover unexpected changes.
Weather
- Your safety comes first. The captain decides whether it’s safe to sail, and that decision is final.
- We work around the weather and adjust activities as needed. Ordinary unfavorable weather doesn’t mean a cancellation or refund.
If we have to cancel
If we cancel for any reason, including mechanical problems, we’ll offer new dates or a full refund.
Check-in and check-out
- Check-in is at 3 pm and check-out is at 11 am.
- We’re happy to be flexible when our schedule allows.
Guests
- Maximum of six guests of any age.
- Only registered guests may stay overnight on the boat.
- No parties or events.
- Sorry, no pets.
On board
- No smoking or vaping on the boat.
- Please take your shoes off on board.
- Your captain explains safety procedures when you arrive.
- Please follow the captain’s instructions while sailing.
- Please respect marina rules and quiet hours.
- Guests are responsible for damage beyond normal wear.
Safety
- Swimming and snorkeling are at your own risk. Your captain will brief you before anyone goes in the water.
- Please let us know about any medical conditions, swimming ability or mobility needs before your trip.