Sail on the Pintita

43 ft
Boat length
Up to 20
This boat is rented with a captain
Owner’s response rate

The boat

Make your next getaway a sailing adventure on the Chesapeake Bay!​

Are you planning a birthday or anniversary celebration, planning a proposal, getting married or renewing your vows, or just want to enjoy the Annapolis or Baltimore skyline with a cold beverage while sailing?  Help raise and trim the sails, navigate, man the helm or simply take in the experience and sights while relaxing with a cold beverage. Come see what the allure of sailing is all about. The professional Captain and Crew of the ‘PINTITA’ can help make your next adventure a memorable one. 

​We are currently booking private sailing charters for up to 20 passengers!

We ask that you continue to support your local businesses and this Veteran owned small business needs your support and patronage.  Please book your private sailing charter soon for your next friends, family, and or corporate outings.  We are looking forward to harnessing the wind and creating memories with you.

You are welcome to bring your own snacks and drinks aboard. Hourly option shown is based on 7-12 guests. Please inquire about other options.

Rates do not include 20% Crew Gratuity and 11% Admission & Amusement Tax, or Dockage fees.  These will be added to the charter base price.  Delivery fees and catering, if applicable will also be added. Holiday rates apply on holidays.

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Captain Steve
Owned by
Captain Steve
(25 ratings)


43 ft.
Endeavour Cat
/ (excl. fees)
Start time
You won't be charged yet

Ratings & reviews

Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
Captain Steve
Captain Steve
(25 bookings)
Captain Steve is a 100 Ton Licensed Master Captain. He is very knowledgeable of the Chesapeake Bay and its tributaries.
See profile
  • Response rate: 94%
  • Avg. response time: < 24 hours

Things to know

Allowed on boat

kids under 12
glass bottles

  • Free cancellations until 30 days before the booking start time.
  • 50% refund for cancellations between 15-30 days before the booking start time.
  • Cancellations within 14 days of the booking start time are non-refundable.
See policy

This boat belongs to a Commercial Owner, an independent boat rental company. A Commercial Owner is an independent, Boatsetter-approved boat rental company who provides their own insurance to their guests.

A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.

Learn more

If requested, the owner can provide a list of available captains for bareboat charter or the renter can use their own qualified captain. If the boat is being time chartered, the owner will provide the Captain.