The Best Boat Rentals Near Severna Park

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!

Private Yacht Charter: On 40ft Regal Commodore

These guys are amazing, I HIGHLY recommend booking with them. Everything on their post is 100% accurate. The boat was beautiful and the Captain/Mate were the stars of the day.

Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht

Booked a private yacht charter along the Island Princess for 3 hours and had a great experience! Captain Steve was kind, accommodating, and knowledgeable during our journey! Would 100% recommend! Thank you!

38-ft Hunter 376 Sailing Adventure in Annapolis

This was our crew’s second trip with Capt Alberto and was a second great experience. Capt Alberto shares his passion for sailing and teaching sailing! Capt and Grace are incredibly kind and make a great day spent out on the bay!

Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese

Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️

Private Yacht Charter: On 40ft Regal Commodore

Our trip with Captain Dennis was fantastic!!! The boat is beautiful and we had a lovely time out on the water relaxing with friends. The big blue float was a great addition for when we anchored. Captain Dennis was very communicative and went above and beyond to make the experience a great one. 10/10 would recommend!