Events & Activities

Kayaking Through History: Discover Boston’s Top 13 Scenic Water Routes

Kayaking in Boston offers a unique and exciting way to explore the city’s waterways and take in its stunning views. With its scenic rivers, picturesque harbors, and historic landmarks, Boston provides the perfect backdrop for a day out on the water.

Whether you’re a beginner looking to try kayaking for the first time or an experienced paddler seeking new adventures, Boston has something to offer for everyone.

Join us as we dive into the world of kayaking in Boston and discover all the beauty and excitement this activity has to offer. 

1. Paddle Boston: Allston Brighton

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Paddle Boston: Allston Brighton offers the perfect location for kayaking in Boston.

Along the Charles River, this spot provides a scenic and tranquil setting for paddlers of all skill levels.

Whether you’re a beginner looking to try kayaking for the first time or an experienced paddler seeking a new adventure, Paddle Boston: Allston Brighton has something for everyone.

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The calm waters of the Charles River make it easy to navigate, allowing you to focus on enjoying the beauty of your surroundings.

In addition to kayaking, Paddle Boston: Allston Brighton also offers paddleboard rentals, making it a great destination for those looking to mix up their water sports activities.

With convenient rental options and helpful.

Rating: 9.6

Phone: +1 617-965-5110

Address: 1071 Soldiers Field Rd, Boston, MA 02134, United States

Website: paddleboston.com 

2. REI Co-op Kayak Rentals at Boston Seaport

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REI Co-op Kayak Rentals at Boston Seaport is the perfect place to experience the beauty of Boston from the water.

Situated in the bustling Seaport district, this location offers convenient access to the harbor for a day of kayaking adventures.

Whether you’re a beginner or an experienced kayaker, REI Co-op has a wide selection of kayaks to choose from, ensuring that you find the perfect vessel for your excursion.

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The staff is knowledgeable and friendly, ready to assist you in selecting the right equipment and offering tips for a successful outing.

As you paddle through the harbor, you’ll have the opportunity to take in stunning views of the Boston skyline, historic landmarks, and bustling waterfront activities.

The peacefulness.

Rating: 10

Phone: +1 617-807-2189

Address: 308 Congress St, Boston, MA 02210, United States

Website: boston.rentals.rei.com 

3. Paddle Boston: Cambridge, Kendall Square

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Looking for a fun outdoor activity in Boston? Why not try kayaking at Paddle Boston in Kendall Square.

This rental service offers the opportunity to paddle along a 9-mile stretch of the beautiful Charles River, offering stunning views of the Boston skyline. Whether you are a seasoned kayaker or a beginner, Paddle Boston has something for everyone.

They offer classes for those looking to improve their skills or learn the basics of kayaking.

The knowledgeable instructors will guide you through the techniques and safety measures, ensuring a fun and safe experience on the water. In addition to rentals and classes, Paddle Boston also offers guided tours along the Charles River.

This is a great way to explore the scenic beauty of the river while learning about the history and landmarks.

Rating: 9.6

Phone: +1 617-965-5110

Address: 15 Broad Canal Way, Cambridge, MA 02142, United States

Website: paddleboston.com 

4. L.L.Bean Kayaking Tours and Classes

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Located in the heart of Boston, L.L.Bean Kayaking Tours and Classes offers a unique opportunity to explore the city from the water.

With experienced guides leading the way, participants can paddle along the Charles River and take in iconic landmarks like the Boston skyline and the historic Esplanade.

Whether you’re a beginner looking to learn the basics of kayaking or an experienced paddler seeking a new adventure, L.L.Bean has a variety of classes and tours to suit every skill level.

From sunset paddles to wildlife spotting excursions, there’s something for everyone to enjoy on the water.

Participants can expect top-of-the-line kayaking equipment and safety gear provided by L.L.Bean, ensuring a safe and enjoyable experience on the water.

With small group sizes.

Rating: 10

Phone: +1 888-552-3261

Address: 56 Seaport Blvd, Boston, MA 02210, United States

Website: llbeanoutdoors.com 

5. Charles River Canoe & Kayak

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Located along the scenic Charles River in Boston, Charles River Canoe & Kayak offers the perfect opportunity for visitors to enjoy a day of kayaking in the city.

With a variety of kayak rentals available, adventurers of all skill levels can experience the beauty of the river firsthand.

Whether you’re a seasoned kayaker looking to explore new waters or a beginner interested in trying out this popular water sport, Charles River Canoe & Kayak has something for everyone.

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The calm waters of the river provide a peaceful setting for paddling, allowing visitors to relax and take in the sights of the city from a unique perspective.

In addition to kayak rentals, Charles River Canoe & Kayak also offers guided tours for those looking to learn more about.

Rating: 10

Phone: +1 617-965-5110

Address: 2401 Commonwealth Ave, Newton, MA 02466, United States

Website: paddleboston.com 

6. Urban Escapes

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Urban Escapes is a premier outdoor adventure company based in Boston, offering a variety of activities for those looking to explore the city in a unique way.

One of their most popular offerings is kayaking along the Charles River, providing participants with a scenic and memorable experience on the water.

With Urban Escapes, participants can enjoy the beauty of Boston from a different perspective, gliding along the water and taking in the sights of the city skyline and lush greenery along the riverbanks.

Whether you’re a seasoned kayaker or a beginner looking to try something new, this experience is suitable for all skill levels.

Phone: +1 617-861-4966

Address: 10 Emerson Pl, Boston, MA 02114, United States 

7. Paddle Boston: Stoneham Spot Pond

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Paddle Boston’s Stoneham Spot Pond location offers a fantastic opportunity for kayaking in the Boston area. Situated just a short drive from the city, this spot provides a peaceful escape from the hustle and bustle of urban life.

The calm waters of Spot Pond are perfect for both beginners and experienced kayakers alike. You can take in the beautiful scenery as you paddle along, enjoying the serenity of the water and the surrounding nature.

Paddle Boston provides all the necessary equipment for your kayaking adventure, including kayaks, paddles, and life jackets. Their knowledgeable staff are on hand to offer guidance and ensure you have a safe and enjoyable experience on the water.

Whether you’re looking for a relaxing day out on the water.

Rating: 9.6

Phone: +1 617-965-5110

Address: 4 Woodland Rd, Stoneham, MA 02180, United States

Website: paddleboston.com 

8. Paddle Boston: Newton Historic Boathouse

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Paddle Boston: Newton Historic Boathouse is a popular destination for kayaking in Boston.

Situated on the Charles River, this boathouse offers a picturesque setting for outdoor enthusiasts to explore the waterways of the city. The boathouse provides a variety of kayak rentals for visitors of all skill levels.

Whether you are a beginner looking to try kayaking for the first time or an experienced paddler seeking a new adventure, Paddle Boston has options for everyone.

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The staff is friendly and knowledgeable, ready to assist with any questions or concerns you may have.

Overall, kayaking at Paddle Boston: Newton Historic Boathouse is a fantastic way to experience the beauty of Boston from a unique perspective.

Rating: 9.4

Phone: +1 617-965-5110

Address: 2401 Commonwealth Ave, Newton, MA 02466, United States

Website: paddleboston.com 

9. Kayak Launch

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Kayak Launch in Boston is a popular spot for kayaking enthusiasts looking to explore the city’s waterways. Located along the Charles River, this launch point offers easy access to the river for paddlers of all skill levels.

Whether you’re a beginner looking to try kayaking for the first time or an experienced paddler seeking a new adventure, Kayak Launch in Boston provides the perfect starting point for your journey on the water.

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With its convenient location and beautiful surroundings, this spot is sure to become a favorite destination for anyone who loves to paddle.

Rating: 9.4

Address: Canoe Launch, Boston, MA 02132, United States 

10. Boating in Boston at Nahanton Park

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Boating in Boston at Nahanton Park offers a unique and exciting kayaking experience for visitors of all ages. The park is located along the Charles River, providing a picturesque backdrop for a day out on the water.

Whether you are a beginner or a seasoned paddler, there is something for everyone to enjoy at this beautiful location.

Kayaking in Nahanton Park is a great way to explore the natural beauty of the area while getting some exercise at the same time.

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The calm waters of the Charles River make it an ideal spot for a leisurely paddle, allowing you to take in the sights and sounds of nature as you glide along the water. Keep an eye out for wildlife such as herons, turtles, and even the occasional bald eagle.

Rating: 9.4

Phone: +1 617-299-3392

Address: 455 Nahanton St, Newton, MA 02459, United States

Website: boatinginboston.com 

11. Victory Paddlesports

Victory-Paddlesports

Victory Paddlesports is the perfect place to go kayaking in Boston. The serene waters of the Charles River provide a peaceful setting for paddlers of all skill levels.

Whether you’re a beginner or an experienced kayaker, Victory Paddlesports has something for everyone. The staff at Victory Paddlesports are friendly and knowledgeable, always ready to help you get started on your kayaking adventure.

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They provide all the necessary equipment, including paddles and life jackets, so you can focus on having fun out on the water. Exploring the city from a kayak gives you a unique perspective on Boston’s landmarks and skyline.

Paddle past the iconic Charles River Esplanade and catch a glimpse of the historic Harvard.

Phone: +1 617-872-4589 

12. Paddle Boston: Medford, Condon Shell

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Paddle Boston at Condon Shell in Medford is a fantastic spot for kayaking in Boston. This location offers a peaceful and scenic environment for paddlers of all skill levels to enjoy.

The calm waters of the Mystic River provide the perfect backdrop for a relaxing day on the water. Whether you’re looking to explore the natural beauty of the area or simply enjoy a leisurely paddle, Paddle Boston at Condon Shell has something for everyone.

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The staff is friendly and knowledgeable, ready to assist you with any questions or concerns you may have. With easy access to the water and plenty of rental options available, getting out on the river has never been easier.

Pack a picnic and make a day of it, or simply enjoy a.

Rating: 9

Phone: +1 781-249-6750

Address: 2501 Mystic Valley Pkwy, Medford, MA 02155, United States

Website: paddleboston.com 

13. Community Boating, Inc.

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Community Boating, Inc. is a non-profit organization located in Boston that offers kayaking opportunities for people of all ages and skill levels.

Whether you’re a beginner looking to learn the basics of kayaking or an experienced paddler wanting to explore the waters of Boston Harbor, Community Boating, Inc. has something for everyone.

With affordable membership options and a variety of classes and programs available, Community Boating, Inc. makes it easy for anyone to enjoy the sport of kayaking in the heart of the city.

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So why not grab a paddle and head out on the water with Community Boating, Inc.? Experience the beauty of Boston from.

Rating: 9

Phone: +1 617-523-1038

Address: 21 David G Mugar Way, Boston, MA 02114, United States

Website: community-boating.org 

Conclusion

Kayaking in Boston is a fantastic way to experience the city from a unique perspective, with beautiful views of the skyline and historic landmarks.

Whether exploring the Charles River or paddling through the Boston Harbor, kayaking offers a peaceful and immersive way to connect with nature and stay active.

With a variety of rental options and guided tours available, kayaking is accessible to paddlers of all skill levels.

Overall, kayaking in Boston is a must-do activity for locals and tourists alike, providing a memorable and enjoyable experience on the water.

Photo of author

Laura Chassaigne

After spending her early years in Boston, Laura moved abroad and has lived in Montreal, London, and Paris. She now shares a home with her husband and daughter at the top of Beacon Hill, and these days, she can often be found chasing her daughter in the Public Garden or downtown playgrounds. Laura has a background in art history and archaeology and is also a certified Kripalu yoga teacher. Connect with Laura on Twitter or Instagram.

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