Find Sailing Charters Near You

Local Sailing Reviews

1. ML

   Martha

   50ft Catamaran Charter with Water Toys - Annapolis, MD

   We intentionally booked a late afternoon cruise around the Chesapeake so we would return around sunset to get great views and photos. Kristal was super responsive in preparing us and Captain Wayne and his 'first mate' Mish were super helpful with capturing the perfect photos. We would definitely book again!

2. CR

   Chawin

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Captain Alberto and Grace are wonderful hosts and guides. They have a wealth of sailing and life experience to share during your trip. They were very flexible with us during a proposal event.

3. JW

   Jessica

   Captained Charter 30' Sailboat in Milwaukee, Wisconsin

   Our group of six women celebrating girl's weekend had the most memorable and special outting on Scott's boat. He is very friendly, accomodating, generous, and easy going. His background as a Navy search and rescue swimmer coupled with his confident sailing abilites assured the group that safety was never an issue. He perfectly integrated into or out of our conversations, highlighting is flexible nature. We all highly recommend!

4. SW

   SAJA

   Luxury Stylish Poontoon

   Our trip with Michael was fantastic! My family of 6 booked a trip with him on the 4th of July, and we had a great time relaxing on the water in his beautiful boat. He took us to some of the popular coves on Lake Norman until we finally settled on a sandbar. We parked and enjoyed the water with locals until our trip came to an end. 3 hours was the perfect amount of time for our group. We would certainly book with Michael again!

5. 

   Van A.

   Charter this beautiful Catalina from Milwaukee, WI - Captain Included

   A great Milwaukee skyline sail with an old sailor and his 8 and 5 year old grandkids. Patrick was totally accommodating and I was very happy. Toby “loved the ride” And Betty feigned boredom. I know they both loved the experience. Patrick our skipper was great. The boat clean and well cared for.

6. DE

   Deborah

   Charter this beautiful Catalina from Milwaukee, WI - Captain Included

   Patrik was definitely a solid sailor. We had a very smooth initial start and as we came back into the harbor, we had a quick change into very strong winds and that’s when things got FUN! Our captain kicked it into high winds experience mode and we got to see how much knowledge he had for the situation! Was really exciting!