Top New England Kayaking Tours

Few things are more beautiful than a majestic sunset. However to see it from the waters of Portland's magnificent Casco Bay is a truly remarkable experience. Whether a first-time kayaker or experienced hand, this 2-hour tour offers phenomenal vistas of Portland harbor and cityscsape. Your only neighbors are your guide, your small group and the wildlife as you leisurely paddle back to shore.

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff on Cape Cod. Our tours stay at low numbers so that it is a fun and unique experience for every participant. Our equipment is always top of the line and this area is perfect for all levels of kayakers.

Paddle among the magnificent islands of Casco Bay during this 4-hour guided sea kayaking tour in Portland. Island-hop by boat through the scenic landscape of this coastal area, admiring 19th-century forts and lighthouses along the way. As you travel you’ll scout for marine life like seals and seabirds and take a break on a local beach for snacks and exploring.

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff on Cape Cod. Our tours are small and intimate so that it is a fun and unique experience for every participant. Our equipment is always top of the line and this area is perfect for all levels of kayakers. RideAway Adventures is the highest rated outdoor company on Cape Cod and we are committed to creating ocean ambassadors through education and active environmental awareness.

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff on Cape Cod. Our tours stay at low numbers so that it is a fun and unique experience for every participant. Our equipment is always top of the line and this area is perfect for all levels of kayakers.

This two-hour tour is the perfect opportunity for those looking to taste fresh oysters, paddle with a trained kayak guide, and observe coastal wildlife. We will explore Little Bay, a tidal estuary located outside of Portsmouth, NH, near the mouth of the Piscataqua River where there is an abundance of aquatic wildlife from shellfish to shorebirds. Then, we will paddle to Hidden Coast Shellfish's floating farmhouse to learn all about their growing and harvesting process. The oysters you sample will be fresh picked from the ocean!

Discover the beauty of Northwest Casco Bay on a 3-hour morning kayaking tour. No experience is necessary, as you get a crash course before the tour begins and your guide is on hand at all times. Double kayaks are available, if you prefer to paddle tandem. See Brunswick and its native wildlife from a unique vantage point. Then enjoy complimentary snacks and a brief land excursion, before your return.

Unlike typical kayak tours, North of Boston Island Lighthouse Tour is a refined, personalized coastal experience. Your expertly trained guides combine deep knowledge of local history, wildlife, and island landscapes with the freedom to tailor each outing to the day’s conditions and your group’s interests. Expect a relaxed pace, intimate storytelling, and exclusive moments among iconic lighthouses and pristine island scenery—no scripts, no crowds, just a truly elevated adventure.

After meeting at the public boat launch, you'll enjoy a leisurely day paddling around on Lake Tarleton, with views of the majestic White Mountains in the background. Mt. Moosilauke, on of the famous 4000-footers of the White Mountains, features prominently on the horizon. Along with your paddling equipment, you'll receive a detailed pamphlet, with photos and information about the sights you'll see on the lake, as well as recommended directions for how to proceed on the water.

The Penobscot River has been a travel way for Native Americans, early explorers, future presidents and famous poets. The river provides amazing beauty while close to civilization. Teeming with fish and wildlife, its a great way to enjoy a day away from civilization while still being a stones throw away from al the amenities of Maine's Queen City.

Spend three hours kayaking through Casco Bay with this small-group tour led by a professional guide. You'll launch from Mere Point in Brunswick and paddle over to a couple of different islands, with the opportunity to see all sorts of marine birds, and maybe even a seal or two, along the way.

Kayak through the natural Maine wilderness and vast lake views for an on the water adventure. This two hour guided tour will begin with a safety briefing and lesson covering the fundamentals of recreational kayaking. Using the EZ launching system at Sebago Trails Paddling, the tour will explore the water-carved bends and twists of a meandering stream unveiling local wildlife in a rustic backdrop. Then continue onto Jordan Bay of Sebago Lake as the guides share stories dating back to the settlements of the region.

Why You’ll Love This Tour: Seamless & Stress-Free – Round-trip transportation from Boston is included. Great for Nature Lovers & Outdoor Enthusiasts – A fun, low-key adventure in a protected coastal habitat. Beginner-Friendly – Easy-to-navigate waters and expert guides make this a stress-free introduction to kayaking. Breathtaking & Off-the-Beaten-Path – Discover a lesser-seen side of the North Shore’s iconic Crane Estate.

Join our wonderful, professionally trained guides for an unforgettable evening adventure designed to beautifully wrap up your day. From the moment you set out, our knowledgeable guides are there to ensure your safety, comfort, and confidence on the water. More than just expert paddlers, they are passionate storytellers and local experts who bring the surroundings to life. As you glide across calm waters under the changing colors of the sunset, they will share fascinating insights about the islands, marine life, local ecosystem, and natural wonders you encounter along the way. Whether you’re spotting wildlife, learning about the area’s history, or simply soaking in the peaceful atmosphere, our guides make sure the experience is engaging, educational, and truly memorable.

Explore the stunning Gloucester Harbor and Annisquam River on a guided kayak tour from Boston. Paddle past historic landmarks, catch a glimpse of the famous Wicked Tuna boats, and even hunt for sea glass on Ten Pound Island. This adventure is perfect for both seasoned kayakers and beginners, blending sightseeing with relaxation. Enjoy free time for dinner in Gloucester before returning to Boston via a private van shuttle. - Guided 4-hour kayak tour suitable for all skill levels - Visit Ten Pound Island for the best sea glass collecting - Spot Wicked Tuna boats while paddling through the harbor - Includes transportation from Boston and free time for dinner

Families can enjoy a unique pirate-themed adventure on the serene waters of Cape Cod. This 2-hour journey invites young explorers aged 8 and up to paddle, engage in a lively water cannon battle against a rogue pirate, and uncover hidden treasures. Expert guides ensure safety while igniting excitement with interactive storytelling and teamwork. It's the perfect way to enjoy a day out of the water, all while connecting with nature and creating lasting memories together. Adventurers 2-7 are welcome to accompany an adult on their paddleboard.