Browse Chesapeake Bay Boat Rentals.

Chesapeake Bay Reviews

1. JK

   Jagpreet

   Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.

   This was our first time on a yacht and we loved every bit of it. Captain Troy took care of our special requests as well and was a wonderful host. He gave clear instructions, showed us amazing view spots and clicked beautiful pictures for us as well! All in all we loved celebrating at Captain Troy’s yacht and suggest you do the same 😍

2. 

   Dennese

   Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

   Sailing with Captain James was a dream!! You will not regret this experience! Not only is he hospitable, he is full of life and passion which only made our trip better. We enjoyed every part of our trip the only sad part was that we didn’t book longer. 100/10 would book with Captain James again!!

3. BF

   Bruce

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Our family of four, who are experienced sailors, appreciated the opportunity to sail with Alberto and his lovely wife, who shared lots of great stories and reflections of sailing on the Bay. The boat was perfect for a day of sailing, and exactly how described on the website. It was clean and comfortable and we felt completely welcomed, and were able to participate in sailing activities as we desired, while also relaxing and enjoying some downtime. Great time sailing!

4. TD

   Thom

   50' Come enjoy the DC view on the Potomac river aboard Sancha. $350HR to $425HR

   What a great experience for my team!!! Everyone loved this different way to visit DC- service was impeccable. The boat was perfect for our group of twelve. Lisa and Marque were amazing. Couldn't have asked for more !!! They had cocktail ice and coolers ready and a beautiful charcuterie tray we added on. Thank you !

5. KM

   Kelley

   Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

   If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.

6. CC

   Catie

   Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

   Our experience with James was nothing short of incredible! We booked a short rental for our engagement pictures session, and James’ boat was beautiful, immaculate, and incredibly picturesque. James was quick and incredibly safe as well as a very skilled captain who accommodated multiple pick ups/drop offs for our shoot and did everything in his power to get the pictures we wanted. We would recommend him for photography or a nice sailing day - we will definitely be back!