Dennis Parasail & Jet Ski Enjoy the pristine water of Cape Cod Bay parasailing with us, or on a  Deluxe Yamaha Jet Ski. Pull the throttle to its limit and take off like a speeding bullet across the calm water. Children may be passengers on Jetskis!  Our Jet ski trips last one hour.

Chatham Sailboat Rentals and Ridgevale Beach Boat Rentals & Shop Rent a wide variety of boats, as well as beach gear, umbrellas, rafts and more! Boat rentals include Kayak, Sunfish, Bravo, Hobby Cat Wave and Hobby Cat Gettaway. Sailing lessons are available by appointment. They have a snack bar where you can get lunch, ice cream and other snacks.

Cap'n Kids Fishing offers a 2-hour Adventure especially geared for children and families. Fish by rod and reel, bait a crab trap and more aboard the Cap'n Kid, a 50 foot USCG certified vessel. Join our experienced Captain and crew on an Adventure the whole family will enjoy!

Blue Claw Boat Tours Enjoy a 90 minute seal cruise adventure Orleans through Pleasant Bay to the beach break in Chatham! View the seals in their natural habitat, as they swim and play!

Beachcomber Seal Tours Join the Beachcomber Seal Tours for a fantastic 1.5 hour cruise around Chatham. See the many seals that live around the Chatham Harbor waterways- between North  Beach, Chatham Lighta and the Break. 31 person capacity.

Bass River Kayaks Enjoy the beautiful Bass River in the best possible way! Bass River Kayaks rents Single and Double Kayaks so that you can explore Bass River on your own. They have Kayaks for sale as well. A 90 minute narrated river cruise run daily.

Cape Cod Pirate Adventures Take your kids on an adventure they will never forget! Children between ages 3-10 are the perfect age for this treasure hunting voyage in Hyannis Harbor. They will be transformed into official members of the Sea Gypsy Crew with painted faces and pirate sashes! The trip includes water cannon firing, map reading, flag hoisting and treasure seeking!! The Sea Gypsy Captains are United States Coast Guard licensed and trained in First Aid and CPR. Reservations are required so be sure to call ahead.

Dennis Parasail We can fly you any height you’d like, but if you want high, NO ONE FLYS HIGHER ON CAPE COD! Enjoy the pristine water of Cape Cod Bay on your Delux Yamaha Jet Ski. Pull the throttle to its limit and take off like a speeding bullet across the calm water. We call it the 50mph smile. Children may be passengers on Jetskis!  Our Jet ski trips last one hour... The 50 MPH smile lasts all week. FUN GUARANTEE! If parasailing or jet skiing is not the greatest part of your vacation then it’s free.

Bass River Cruises Enjoy a 90 minute entertaining and relaxing cruise on Bass River. The trip is narrated as you meander the calm river, viewing waterfront homes, a working lighthouse, windmills, nature sancutaries and more. The cruise is relaxing and informative, as you learn about the various  people through history that have called Bass River home.

Long Pasture Audubon Cruises Join the Long Pasture Audubon Cruises in a Marine Biology adventure cruise! The Marine Science on Nantucket Sound Cruise explores the aquatic world of the Cape Cod Bay, while collecting and examining crustaceans, fish, mollusks and mysterious microscopic creatures! The Cuttyhunk Tour explores the Elizabeth Islands off the coast of the Cape, viewing species of seabirds and water foul plus the chance to spend four hours on Cuttyhunk. The Penikese Island Tour explores the tiny Penikese Island.