We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Fully Crewed Annapolis Sailing CruisesFully Crewed Annapolis Sailing CruisesFully Crewed Annapolis Sailing CruisesFully Crewed Annapolis Sailing Cruises

Fully Crewed Annapolis Sailing Cruises

Spend quality time with family & friends on a delightful sailing cruise out of Annapolis and the Chesapeake Bay. This experience is a day sail of 2 to 3 hours from start to finish beginning and returning at the same marina in the Eastport peninsula, minutes from Downtown Annapolis, with a crew of two (licensed captain and a crew member) included. You will enjoy a shared or private cruise for up to 6 guests under sail or under power depending on conditions, including a tour of the Annapolis harbor and/or a sail towards the Chesapeake Bay Bridge and the Thomas Point Lighthouse. If you want to experience sailing, this is the perfect opportunity for you to join us and learn the ropes too! Or just sit back and relax, we take care of the rest. WHAT TO BRING For a day sail, you are encouraged to bring a hat, sunscreen, and extra layers or wind-breaker as needed for the weather. Don't forget your camera! All passengers are asked to wear soft-soled tennis shoes . No boots or high-heels, please! Closed-toe shoes are required if you plan to venture on the deck while underway. While Summer time in Annapolis tends to be very hot, guests may opt a long-sleeve shirt to help protect them from the sun. In the Spring & Fall seasons, dress in layers with comfortable and casual clothes. Definitely bring a warm jacket or sweater because sometimes it can be a bit cool out on the water. FOOD & BEVERAGES Light snacks and waters are provided as well as ice to keep beverages cold. You’re welcome to bring your own beverages including alcoholic beverages and snacks, but please avoid any glass containers for safety reasons, and please note that NO red wine is allowed aboard. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Send Inquiry” and send us an inquiry for a custom offer.

Starting from

$175/person
  • Per Person
  • $175/person
    3 hours4 person min
Maryline

Maryline

Owner
Captain Provided in Price
Professional Captain provided and included in the price.
Capacity
6 guests
Sailing
Cruising Monohull

Check Availability

Maryline

Maryline

Owner

Features & Details

Make
Beneteau
Model
Oceanis 45
Length
45ft
Year
2014
  • Galley Stove & Oven
  • Life jackets/required safety gear
  • Furling Mainsail
  • Fuel type: Diesel
  • Chart Plotter
  • Bow Thrusters
  • Bimini
  • Wheel steering
  • Inboard Engine
  • Head
  • Sailboat
  • Charter
  • Toilet
  • Cabin

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 7 days prior.

Additional Terms & Information

Weather Conditions We watch the weather forecast and radar very closely to insure your safety and enjoyment. Severe weather conditions may force us to cancel your sailing charter at our discretion. If you are contemplating booking a charter but see the forecast is not looking absolutely perfect, book anyways, as it will most likely be a great day. Too many times people wait until the day before to see if the forecast improves, but then it is too late as other guests may have booked the boat, or crew made other plans. Last minute charters are difficult to put together. If your sail is cancelled due to inclement weather, we will happily reschedule or refund your charter. What is the cancelation policy? Once tickets are purchased they cannot be refunded. You may reschedule your sailing trip (subject to availability) only if you do so seven days ahead of your scheduled charter departure. Call for assistance with your rebooking. Although we can sometimes accommodate last minute registrations, we highly recommend that you call or make a reservation online in advance. If you plan to sail with us during a major holiday or busy weekend, we recommend booking a few weeks or months in advance. What are the safety regulations? Our vessel is a clean, well-maintained, and fully-insured sailing charter vessel. She is the largest and most comfortable yacht available for charter in Annapolis from a woman-owned business owner. The vessel meets or exceeds the safety requirements established by the United States Coast Guards (USCG) with on board equipment including Type 1 Personal Flotation Devices (life jackets) for every passenger, an approved Sound Producing Device, fire extinguishers, flares, a VHF radio, and an approved ring buoy. The boat also meets the equipment, operation, and pollution prevention regulations established by the USCG. Vessel captains possess a valid license issued by the USCG and comply with strict drug testing requirements.

Similar Listings

41' Lagoon Catamaran in Maryland
Sailing in Annapolis · 12 guests

41' Lagoon Catamaran in Maryland

5.0
Superowner
Best of 2023
$390hour
38' Hunter 376 Cruising Monohull in Annapolis, Maryland
Sailing in Annapolis · 6 guests

38' Hunter 376 Cruising Monohull in Annapolis, Maryland

5.0
Superowner
Best of 2023
$138-$150hour
Experience the Serenity of Sailing SV Magic
Sailing in Mayo · 6 guests

Experience the Serenity of Sailing SV Magic

4.8
$165hour
The Licensed Captain of this 42ft Sailboat, provides charters on Chesapeake Bay.
Sailing in Mayo · 6 guests

The Licensed Captain of this 42ft Sailboat, provides charters on Chesapeake Bay.

5.0
$175hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Edgewater · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$400hour