Outdoor Fun Around Delaware Beaches

Looking to add a little adventure to your next stay at Massey's Landing? There are so many adrenaline-pumping activities in Delaware that are perfect for your whole crew! Whether you consider yourself a water bug or a land-lover, you are sure to find the perfect activity to pack a little thrill into your vacation.    

Delmarva Board Sports - WindSurfing

Windsurfing is such a fun activity and Delmarva Board Sports is the perfect place to learn how! Delmarva Board Sports offers both group and private lessons with the ultimate goal of the surfers being able to pull up the rig (uphaul), sail on a beam reach, steer, turn and become more comfortable in a more advanced sailing position. You'll be a pro by the end of your lesson!

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Hiking at Cape Henlopen State Park

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Featuring eight unique trails, Cape Henlopen is the perfect adventure for hikers of all experience levels. Not only will you get a great workout, but you can dive into all of the breathtaking views that this state park has to offer as well. Be sure to find your way to the observation tower where you can climb a set of circular stairs to see a beautiful panoramic view of Cape Henlopen. Check out all of their trails to find the perfect one for you!

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Cape Water Tours and Taxi

Consider this a "must-do" during your next stay at Massey's Landing. Cape Water Tours and Taxi is a company that plans beautiful cruises that give visitors a chance to see all the wildlife and stunning views that Delaware has to offer. From sunset cruises and lighthouse tours to dolphin watching and live music cruises, there's an option for everyone. Guests are encouraged to bring sunscreen, beach towels, a camera and you can even pack a cooler filled with your favorite drinks and snacks! 

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East of Maui Surf Lessons


Surfs up! East of Maui Surf Shop sets itself apart from other surf shops by ensuring that they are always staffed with a cohesive team of dedicated board riders. They share a love of water, wind and waves and are always looking to share that with fellow locals and vacationers. East of Maui offers group or individual surf lessons to help you release your inner surfer!

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Junction & Breakwater Biking Trail

The views on this trail alone make it the perfect place for a morning bike ride! Junction and Breakwater Trail is a beautiful, pine-studded rail-trail that winds through Cape Henlopen State Park and runs alongside wetlands and farmland. At the trail's southern end, visitors can stop by the Tanger Outlets for a quick bite to eat and some shopping before heading back into nature. Be on the lookout for the local trail critters: hawks, geese, deer, squirrels and other small woodland animals.

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From the Guestbook

We spent a week here with friends and had a wonderful time.

Armand Benincasa, Tillson, New York