Boat holiday rentals in Virginia

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Miss Tryst! A 41’ sailing yacht

Come escape to our little patch of paradise on Gwynns island. Stay on a spacious 41 foot sailboat with room to sleep 8! Note, this is an experience, sort of like glamping, it’s not for everyone. At the end of the day it is a boat. There is also a full bathroom and an outdoor shower on the property just steps from the dock. Docked at a small marina and oyster farm you can purchase oysters for your stay. Also just a very short walk from a Gwynns island gem, The Hole in the Wall restaurant!

The "Cookie B", Private, Cozy and One of a Kind

The "Cookie B" is easily accessible from our adjacent parking lot via our newly lighted stairs and ramp and her position in the marina offers maximum indoor and outdoor privacy. Her bow deck is huge so catch some rays by day and star gaze by night. Then enjoy morning coffee on a covered aft deck. And the view!!!The "Cookie B" enjoys one of the most beautiful, unobstructed and unique sights to be found at any place along the James River.

Serenity calls..

For lullaby dreams, nothing beats the lifestyle of your own private yacht for the sights of DMV or on the beautiful US Virgin Islands. These beautiful yachts sleep four to six adults comfortably and have the full amenities of a small condo. No winter cruises in DC. Not available December thru March.

Mountains to Sea Hunter 356 sailboat

We are NOT currently offering over night stays on the boat. We do have other options available-please message for more info. **We do NOT allow children under the age of 5 on the boat.** Not suitable for children under the age of 5.