Cape Cod Activities

Adventure Chatham

Adventure Chatham offers stand-up paddleboard, kayak, and bicycle rentals on a pickup or delivery basis! Explore the diverse waterways of Chatham and Harwich, or cruise Main Street shops or the scenic Rail Trail from a comfortable cruiser bike. We are specialists in stand-up paddleboarding (SUP), an affordable & family friendly new crossover sport... show more Adventure Chatham offers stand-up paddleboard, kayak, and bicycle rentals on a pickup or delivery basis! Explore the diverse waterways of Chatham and Harwich, or cruise Main Street shops or the scenic Rail Trail from a comfortable cruiser bike. We are specialists in stand-up paddleboarding (SUP), an affordable & family friendly new crossover sport that offers the touring flexibility of kayaking with the potential for wave riding. Adventure Chatham offers guided flat-water SUP excursions of Pleasant Bay, Oyster River and Stage Harbor! A subsidiary of the Cape Cod Beach Chair Company, come visit our store! hide

Categories: Kayaking & Paddle Sports

1150 Queen Anne Road, East Harwich ~ (800) 809-1750 ~

The Chatham Kayak Company

The Chatham Kayak Company, where you’ll find kayaks and SUP rentals for young and old, fully equipped with gear for all depths of experience. Guided tours are offered and lessons available upon request. Oyster River is where you will find one of Chatham's most accessible outlets to salt water. Located at the end of Barn Hill Road off Route 28,... show more The Chatham Kayak Company, where you’ll find kayaks and SUP rentals for young and old, fully equipped with gear for all depths of experience. Guided tours are offered and lessons available upon request. Oyster River is where you will find one of Chatham's most accessible outlets to salt water. Located at the end of Barn Hill Road off Route 28, public and private parking is easily available. Local wildlife here is part of local conservation as the river offers a spectacular sanctuary for birds and sea life alike which can be seen closely when kayaking here. We also rent stand-up paddleboards (SUPs) for various degrees of experience. hide

Categories: Kayaking & Paddle Sports

391 Barn Hill Road, West Chatham ~ (508) 241-5389 ~

East Rip Charters

Welcome to East Rip Charters! We are located in the heart of Cape Cod’s traditional BIG Striper and Bluefish feeding grounds off Chatham, Massachusetts. Whether it’s chasing schools of breaking Stripers and Blues, or battling Bluefin Tuna, let Captain Jeff’s years of commercial fishing expertise guide you to an unforgettable experience on the... show more Welcome to East Rip Charters! We are located in the heart of Cape Cod’s traditional BIG Striper and Bluefish feeding grounds off Chatham, Massachusetts. Whether it’s chasing schools of breaking Stripers and Blues, or battling Bluefin Tuna, let Captain Jeff’s years of commercial fishing expertise guide you to an unforgettable experience on the water.
Whatever your level of fishing skill, you will enjoy some of the finest and most scenic fishing in the Northeast. Please take a few minutes to go to our website and learn why East Rip Charters is your best shot at “tight lines” this summer.
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Categories: Fishing Charters

46 Ryders Cove, Chatham ~ (508) 320-6923 ~

Cape Cod Lavendar Farm

One of the largest lavender farms on the East Coast, we are located on twenty secluded acres overlooking Island Pond in Harwich.

Categories: Sightseeing & Tours

Island Pond Trail , Harwich ~ 508-432-8397 ~

Rockin Robin Charters

Leaving from Rock Harbor, the Rockin' Robin, a 30' Boston Whaler, will take you fishing across Billingsgate Shoal, one of the most productive striped bass fishing spots on Cape Cod Bay. Please join us while you're staying on the Cape and enjoy the sun, fun, and the excitement that catching striper can only provide. Whether or not you're a seasoned... show more Leaving from Rock Harbor, the Rockin' Robin, a 30' Boston Whaler, will take you fishing across Billingsgate Shoal, one of the most productive striped bass fishing spots on Cape Cod Bay. Please join us while you're staying on the Cape and enjoy the sun, fun, and the excitement that catching striper can only provide. Whether or not you're a seasoned pro or have never fished before, you won't want to miss this! hide

Categories: Fishing Charters

Rock Harbor, Orleans ~ (774) 722-0974 ~

Chatham Seaside Links

Come on down this weekend for some great fall golf. Some say theres no better time to hit the links in New England than in the fall. Enjoy the foiliage while getting in a quick 9! Weathers good..Views are breathtaking.....Pace of play is great!

Categories: Golf

209 Seaview St, Chatham ~ (508) 945-4774 ~

Monomoy Island Ferries

Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem... show more Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem more your idea of a great day? Take our water taxi to either Monomoy Island or South Beach leaving from the Monomoy National Wildlife Refuge. For information and reservations ~ 508-237-0420. hide

Categories: Sightseeing & Tours

30 Wikis Way, Chatham ~ (508) 237-0420 ~

Harbor Lights Adventure Mini Golf

Categories: Mini Golf

81 Underpass Rd, Brewster ~ (508) 896-2692 ~

Cape Cod Charter Fishing

Book a day of sport fishing on the 35-foot Capt'n & Tonaire and depart from Harwichport for a short ride to the Cape’s rich fishing grounds. Whether your interest is striped bass fishing, bluefin tuna fishing, porgy, sea bass, or fluke fishing, the Capt'n & Tonaire is fully equipped to make your Cape Cod sport fishing charter a memorable... show more Book a day of sport fishing on the 35-foot Capt'n & Tonaire and depart from Harwichport for a short ride to the Cape’s rich fishing grounds. Whether your interest is striped bass fishing, bluefin tuna fishing, porgy, sea bass, or fluke fishing, the Capt'n & Tonaire is fully equipped to make your Cape Cod sport fishing charter a memorable experience! hide

Categories: Fishing Charters

(508) 246-6691 ~

Blue Claw Boat Tours

Our 1-1/2 hr guided tour from Orleans, travels to Chatham and back along the historic waterway of Pleasant Bay once used by early pilgrims, pirates and Indians. Capt Rob will regale you with tales of the rich history and natural bounty of this pristine ecosystem. A lighthouse, seals, rustic beach camps, seaside mansions, deserted islands, and... show more Our 1-1/2 hr guided tour from Orleans, travels to Chatham and back along the historic waterway of Pleasant Bay once used by early pilgrims, pirates and Indians. Capt Rob will regale you with tales of the rich history and natural bounty of this pristine ecosystem. A lighthouse, seals, rustic beach camps, seaside mansions, deserted islands, and maybe a Great White shark are viewed along the way. Capt Rob (USCG licensed master of 30 years) and our vessel is USCG inspected. See why we are the fastest growing tour on Cape. Private custom cruises a specialty. hide

Categories: Sightseeing & Tours, Boat Cruises

235 Main Street, Orleans ~ (508) 240-5783 ~