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50 Things to Do on the Cape & Islands

Kennedy Ryan | 5/26/2021

Summer is here, and we are ready to get back to the Cape and Islands. From endless days at the beach to watching the perfect sunset over the Bay, there are so many ways to enjoy your summer trip to the Cape and Islands. Here are 50 ideas for your next trip!

1. Visit the Barnstable Fair for a day of rides, games, and family fun!

2. Take in the sights of the 14 lighthouses on Cape Cod, each offering unique views and history.

Nobska Lighthouse

3. Enjoy the surf at Coast Guard Beach.

4. Walk along the Brewster Flats and explore the tide pools. You never know what treasures you will find!

5. Eat a classic lobster roll -- or two!

6. Enjoy some yummy salt water taffy in a variety of flavors.

7. Take a seal tour and marvel at these fun creatures lounging in the harbor.

8. Sample hand-crafted beers at one of the many local breweries.

9. Climb Scargo Tower in Dennis and take in the beautiful view from above.

10. Walk along one of the many, sandy beaches.

Old Silver Beach in Falmouth

11. Ride the Flying Horse Carousel in Oak Bluffs, Martha’s Vineyard.

12. Purchase your favorite classic penny candy at one of the several local general stores.

13. Face off with your family in a friendly round of mini golf!

14. Travel to Nantucket and visit the Whaling Museum.

15. Enjoy a takeout pizza on your rental home’s deck.

16. Watch the perfect sunset at Grays Beach in Yarmouth.

Grays Beach in Yarmouth.

17. Visit the Harwich Lavender Farm for a moment of zen.

18. Take a hike through the Mashpee River Reservation.

19. Go fishing along the Cape Cod Canal.

20. Shop along Main Street in downtown Chatham.

21. Lie back and enjoy a good book on a beach chair.

22. Catch a movie at the Wellfleet Drive in.

23. Take a Provincetown Whale watch to see some breathtaking creatures at sea!

24. Make a splash with bumper boats!

25. Find a unique book at one of the many local bookstores.

26. Stroll through the gardens at Highfield Hall.

27. Ride your bike along the Cape Cod Rail Trail and take in the scenery.

Falmouth Shining Sea Bikeway

28. Play a round of golf at one of the Cape’s many public courses.

29. Hike the lovely Fort Hill Trail in Eastham.

30. Grab some delicious seafood and take in the sights at the Chatham Fish pier.

31. Visit Crow’s Farm to bring fresh, local produce back to your rental.

32. Enjoy a cocktail at a restaurant with a water view in Provincetown.

33. Be adventurous and rent a kayak or stand-up paddle board and explore local waterways.

34. Dive into the pool at your rental home on a hot summer’s day.

Dive into a pool at one of our many rentals

35. Visit the Aquarium of National Marine Fisheries in Woods Hole.

36. Spend some time shopping and dining at Mashpee Commons.

37. Climb Pilgrim Monument…the journey is worth the view!

38. Attend a Cape Cod League Baseball game.

39. Visit Martha’s Vineyard and explore Oak Bluffs.

40. Walk along the Sandwich boardwalk and take in the view from Town Neck Beach.

41. Go oyster shucking and enjoy your tasty finds.

42. Tour the Kennedy Museum and take in some local history.

43. Take a sailboat ride or boat tour.

Catch a ferry in Barnstable.

44. Smell the flowers at Heritage Museums and Gardens.

45. Sip a variety of wines at a local winery.

46. Hike The Knob and take in the panoramic views.

Visit the Knob in Falmouth.

47. Grab a bite to eat at one of the restaurants along Wellfleet Harbor.

48. Enjoy an ice cream cone at a local ice cream shop.

49. Walk or ride your bike along the 7-mile Cape Cod Canal.

50. Catch a concert at Drummer Boy Park in Brewster.

While there are still restrictions in place, businesses and events are back and ready to be enjoyed. This is sure to be an exciting summer on the Cape and Islands that you don’t want to miss!