Things to do in Maryland, United States: The Best Boat Tours & Water Sports

Learn to sail with America's first sailing school in beautiful Annapolis, Maryland! Our family-owned sailing school prides itself on being able to teach anyone how to sail the Annapolis Way - fun and relaxing. From introductory sailing experiences to getting your ASA certifications, we offer something for everyone. Call us today to learn more! Offerings: ASA 101, 103 and 104 Certifications, Basic Sailing Courses (2 days), 2 hour Evening Sail Cruises on Beneteau 37s, Private and Family Sailing Lessons, Rainbow 24 Sailboat Rentals, Summer Kids' Programs, And More!

90 Minute Cruises $35.00 - Rock Hall Maryland, Sailboat Charters, Day Cruises, Sunset Cruises. Celebrating 20 years of sailing charters and scenic cruises in Rock Hall, Md, Blue Crab Charters provides an award winning experience that you won't want to miss! Take the helm or just relax as you sail from Rock Hall Harbor into the open Chesapeake Bay or the scenic Swan Creek. Blue Crab Chesapeake Charters is home to Rock Hall's Original Sunset Cruise and will surely top off any visit to Maryland's Eastern Shore. We can accommodate large and small groups and depart up to five times daily from Watermans Crab House Restaurant. Your hosts are full-time residents of Rock Hall and are readily available to sail 7 days a week from April through October. Our sailing vessel, "Island Girl" is a 43 foot Morgan center cockpit sailboat with lots of deck space and a full cockpit enclosure for your comfort. We take up to 6 guests per cruise and our prices can't be beat. Call now to sail today!

The Angler specializes in deep sea fishing for seabass, tautog, flounder, and bluefish. Your trip includes FREE rod, reel, and bait. The Angler offers a variety of fishing experiences throughout the year, catering to the first time fisherman to the most skilled.

Covid: Yes we are open! Sail Selina II Boat Tours sails daily from St Michaels MD April-Oct. limited to just 6 guests for a personal experience of the history of sail. Built in 1926 during the Great Gatsby era, climb aboard go back in time when yachtsmen enjoyed the elegance of freshly varnished mahogany and brightly polished brass. Available on a per person basis or private charter, we offer day sails, Champagne Sunset Cruises, moonlight sails, sailing lessons, wine tasting and beer tasting excursions, small weddings, engagements, birthdays & anniversary celebrations. Once we cast off lines we tour the harbor and enjoy the sights that dot the shoreline of our quaint little seafood town. Hear the stories of the historic boats on display at the Chesapeake Bay Maritime Museums, and see where the movie "Wedding Crashers" was filmed. Once we leave the harbor we go out into the Miles River, put up the sails and follow the wind. Guests are invited to participate or simply sit back relax.

We are the #1 stand up paddle boarding, sailing, kayaking, and windsurfing place in Ocean City, MD. With over 30 years of experience, we are the best of what we do. Come and join us for a great experience. We offer Sunset paddles, Eco-tours, lessons, and rentals. Fun for the whole family!

Enjoy your private sail charter with captain (up to 6 people) for a half day, full day, or sunset cruise in the Chesapeake Bay. Sail under the Bay Bridge, tour the light houses, or sip wine with a special someone as the sun sets over Annapolis.

We offer Guided Eco and History Tours and Rentals by Kayak, SUP, and Bike. Our Flagship waterfront location is right beside Blackwater National Wildlife Refuge. Beautiful scenery and abundant wildlife await your next visit! OPEN MONDAY-FRIDAY BY CHANCE OR RESERVATION SATURDAY 9:00AM-5:00

Capital SUP is a clean water driven watersports company connecting people to the water by way of stand up paddleboarding and kayaking experiences. Hourly rentals, lessons, tours, fitness, racing, and adventure.

Precision Rafting has been rafting the rivers of Maryland and West Virginia for over 40 years. All raft trips are guided with extra safety boaters on all class 3-5 rivers. From scenic float trips to action packed adventure and everything in between, From Mild to wild, we have it all. Just add water and we'll do the rest. Let Precision Rafting Expeditions take you on a memorable river trip you won't soon forget.

Welcome to Odyssea Watersports! We look forward to seeing you on the water enjoying one of our four family-friendly activities! Jetski Rentals: Brand New! Enjoy the largest riding area in Ocean City, located in front of our location. You can even come back to our private beach to switch drivers or passengers! Pontoon Boat Rentals: 70 HP & 90 HP motor options. Enjoy the day relaxing and catching some rays or you may crab, fish, swim or have a picnic on the water. Kayak Rentals: Enjoy a relaxing time as you paddle around the bay capturing the wonderful scenery of Ocean City by water. No Gas or Passenger charges! All safety equipment included and each activity with have instructions for your rental. We look forward to your visit with us is memorable as you make great vacation memories! Ice, Coolers, Fishing & Crabbing, Ice Cream, Drinks, Tshirts, Photos and more are offered on location.