Jump into Cape Cod excitement and don’t look down! There’s so much to do and see for adventurers here in the Bay State besides a long day on the beach!

From an off-shore fishing tour to a boat excursion and even a cranberry bog adventure, the options are everywhere. We chose these award-winners based on based on reviews, offerings, price, location, unique features for kids and families, location, and our own subjective criteria.

Book a trip with any of these activities included and you’re on your way to an unforgettable experience. Congrats to our 2021 award winners!

11 Favorite Adventure Activities on Cape

Bass River Kayaks & Paddleboards (West Dennis)

Paddle Bass River by way of kayak or paddle board! The Smith family and extra friendly team have provided access to Cape Cod’s longest river, Bass River, for thousands of people over the last 30 years. Families and friends of all ages can experience the beauty and serenity of this historic river!
Inexpensive kayak and paddle board rentals, all quality equipment is provided (including paddles, life jackets, maps, dog comfort pads etc.), helpful instructions, and the crew puts your equipment directly in the water so you only have to lift a paddle.

Beachcomber Boat Tours (Chatham)

Enjoy Chatham’s seals, sandy beaches and picturesque harbors aboard one of the bright yellow BEACHCOMBER boats. They offer exciting seal tours in Pleasant Bay, along the beautiful Chatham Harbor waterways between North Beach, Chatham Light and the break. They also offer a round trip beach shuttle and boat rides from the Fish Pier on Shore Rd. Customize your cruise for great Family get-togethers. Wedding events or Group Charters by appointment.

Cape Cod Family Fishing Charters (Barnstable Harbor)

Looking for a great way to spend a summer day trip to the Cape? Want to supercharge your Massachusetts summer vacation? Spend the day fishing Cape Cod Bay. Whether you’re an experienced fisherman, or a novice eager to learn, Cape Cod Bay has fun awaiting you.

Great for:

  • Families
  • Corporate outings
  • Groups of friends look for a fun day of fishing

Choose the Escape for parties of up to six, or the smaller Elizabeth B for parties of three or fewer.

Cape Cod Kayak (Pocasset)

Cape Cod Kayak is your premiere source for guided kayak tours on Cape Cod. Cape Cod Kayak also has a full line of Kayaks, Paddle Boards and Kayak & SUP  Accessories available for sale or rent. They offer a variety of tours for all ages and abilities  throughout the spring, summer and fall. They also offer specialized training sessions from basic paddling to rescue and rolling clinics. Prefer to rent? Pick up your favorite kayak or board, or have them deliver them to 1 of our favorite 7 locations!

Cranberry Bog Tours (Harwich)

Leo & Andrea Cakounes operate the largest organic cranberry bog on Cape Cod. Located in Harwich, MA, daily tours of the bog are offered seasonally. Learn about the 12 month operation of a cranberry bog. See the equipment and visit with the farm animals.

Dennis Cycle Center (South Dennis)

Dennis Cycle Center is a full-service bicycle shop on Great Western Road in Dennis, MA. They are located directly on the Cape Cod Rail Trail and rent a variety of comfort bikes, hybrids, kid’s bikes, trailers, and tag-a-longs for the whole family. They pride themselves on friendly, competent service.

Fun Seekers (Wellfleet)

Since 1992 Fun Seekers has been providing quality, safe, fun instruction and guiding for surfing, kitesurfing, windsurfing, SUP, snowkiting and backcountry tours.

Monomoy Island Excursions (Harwichport)

Monomoy Island Excursions is a family owned and operated business in Harwich Port, Cape Cod, Massachussets. For over 10 years we’ve been taking people out to Monomoy, a barrier island and wildlife refuge off the coast of Chatham,MA, where thousands of seals have made their home.

Rideaway Adventures (Multiple)

RideAway Adventures is the most fun loving and flexible outdoor adventure company on the Cape. They offer rentals, tours, lessons, and kid’s camps all summer long. Their locations are the perfect fit for all levels of riders and all group sizes. They have a massive fleet of kayaks, boards, and bikes to fit all sizes and levels. Let them bring the adventure to you with free delivery in Mashpee and Sandwich.

Sacred Surf School (Eastham)

Sacred Surf was born from a deep respect for the ocean, an appreciation for the perfect wave, and a desire to share their passion for surfing through proper surf instruction. As one of the few surf schools in the Outer Cape, they have designed a program that aims to teach our students not only the techniques of how to get up on a board, but to also understand the components of surfing including ocean patterns, etiquette, and safety precautions. Taught in an unintimidating environment, students will benefit from the techniques of experienced and passionate instructors who are committed to your safety and enjoyment.

SUPfari Adventures (Multiple)

SUPfari Adventures offers a unique & diverse outdoor experience accessing Cape Cod’s pristine fresh and salt waterways in a fun, safe, and peaceful way. Some of their activities include SUP eco tours, yoga, rentals, and group parties. Come join SUPfari Adventures for a journey like no other as nature unfolds her hidden gems.

Jen Robertson

Hi, I'm Jen and I love to travel, go to the beach and write about all the places I have visited. I also have a bucket list of places I can't wait to try! I've visited Cape Cod every summer since I was a kid and now enjoy traveling to all great beach destinations! I have worked in the travel industry for all of my career. I love sharing my experiences of different restaurants and places and helping travelers find the best fit for them!

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