The Best Boat Rentals Near Dewey Beach

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!

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

HIGHLY recommend Capt Joe for a fantastic sailing experience out of Rock Hall. Joe worked with us to get a last-minute booking when another booking fell through. He and his crew are experts and you will not be disappointed. He let us take the helm and participate as much or as little as we wanted to. Sol Searcher is a beautiful, well-equipped boat - plenty of comfort and speed (wind dependent of course.)

38-ft Hunter 376 Sailing Adventure in Annapolis

Captain Alberto and Grace were amazing, and helped with a very romantic sunset sail. The were ver gracious, accommodating, and knowledgeable. If we get the chance we will definitely come back and hire them again!

40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware

We rented a boat with Captain Brian to scatter my sister and brother-in-law’s ashes. From the first message, Captain Brian always returned my messages as soon as possible and always answered my questions. On the boat, Captain Brian (Wes) was so kind! He explained everything to us and was very compassionate. I would use him again and will suggest him to my friends! Thank you Captain Brian (Wes)!

40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware

Wes is a pleasure to work with, he's responsive and communicative during the booking process and the excursion. The boat was very clean and well appointed. On board, he's a conscientious professional; the purpose of my trip was to scatter flowers in honor of my recently deceased mother - Wes made me feel very comfortable going through my own emotions. I highly recommend Wes and I would charter a boat from Wes again.

Regal Bowrider 20ft Bay Fishing or Sightseeing in Fenwick Island!

From planning to following up about our boat ride, Malcolm was amazing. He was super friendly and willing to do anything that we came up with that was reasonable and gave me plenty of suggestions. Him and his wife have been in Fenwick for over 30 years, so they know a lot about the island. Malcom’s been boating even longer, so I have no hesitation in saying you’re with an experienced captain. When we arrived, his dog Lucy who is a very experienced boating dog, warmly welcomed us and he went over some boater safety after his wife, took group pictures of us in multiple locations. We stopped at an island, where we got out of the boat to go exploring and take some cute pictures. Our planned lunch spot was not available due to low tide but Malcolm had some other great places that we could drive the boat up to and dock. I will say this, no boating trip goes completely to plan but it’s how your captain handles the curve balls that makes the experience worth it.