Top Massachusetts On the Water - page 3

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.

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.

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.

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or just Cruising. This unique tour is one of the very few available that you & your guests have the boat to yourselves. Most Boston tours are shared. We also allow you to bring your own Food & Beverages on-board, making your trip ultra personalized. We are flexible on pick up locations & are happy to entertain special requests. Book with us & we will do everything we can to exceed your expectations. Tours can last up to 5 Hours depending on activities chosen. Inner Harbor Tours take 2-3 Hours. Plan on being on-board for up to 4 Hours for Lighthouse tours if you choose to see the offshore Lighthouses. We also can preform an Ash Scattering in a burial at sea ceremony for loved ones remains. We attend to filing all required notifications with the US Government free of charge As a reminder Gratuities are not included the price.

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a classic yacht with live music as you take in beautiful views of Boston.

Unwind as the day fades with Sunset SUP Yoga, a peaceful evening yoga class held on a stand‑up paddleboard in Chelmsford, MA. Set against the warm glow of the setting sun, this unique experience blends gentle yoga flow with the calming motion of the water—creating the perfect way to relax, reset, and reconnect with nature. Led by certified instructors, this beginner‑friendly class takes place on calm, protected waters and is suitable for all fitness levels. No prior paddleboarding or yoga experience is required.

Challenge your core and refresh your mind with SUPilates, a fun and effective Pilates‑inspired fitness class held on a stand‑up paddleboard at the scenic Hopkinton State Park. This unique outdoor workout blends controlled, low‑impact Pilates movements with the added challenge of balancing on water—engaging deep stabilizing muscles while improving strength, posture, and flexibility. Led by certified instructors, this beginner‑friendly experience takes place on calm, protected waters and includes all necessary paddleboarding equipment. No prior paddleboarding or Pilates experience is required—just bring your sense of adventure and enjoy a full‑body workout surrounded by nature.

Unwind at the end of the day with Sunset SUP Yoga, a serene evening yoga experience on a stand‑up paddleboard at the beautiful Hopkinton State Park. As the sun lowers over the water, this peaceful class blends gentle yoga with the calming rhythm of the lake, offering the perfect balance of movement, mindfulness, and nature . Hosted by certified instructors, this sunset‑timed class takes place on calm, protected waters, making it approachable for beginners while still engaging for experienced yogis.

Start your day immersed in nature with Rise & Shine SUP Yoga in scenic Hingham Harbor, guided by the expert instructors of SUP YO Adventures. This invigorating morning experience blends stand-up paddleboarding with yoga, using the paddleboard as a floating mat to gently challenge your balance, core strength, and focus while surrounded by calm coastal waters.

Start your day feeling calm, balanced, and energized with Rise & Shine SUP Yoga, a peaceful morning yoga class held on a stand‑up paddleboard in Chelmsford, MA. This unique outdoor experience blends gentle yoga flow with the soothing movement of the water, offering a refreshing way to wake up both body and mind. Led by certified instructors, this beginner‑friendly class takes place on calm, protected waters and is suitable for all fitness levels. No prior paddleboarding or yoga experience is required—just a desire to move, breathe, and connect with nature.

Enjoy a tranquil and unforgettable experience on the water with this Sunset Guided SUP Yoga Class in Hingham. Combining stand‑up paddleboarding with guided yoga, this activity offers a unique way to relax, reconnect, and enjoy the natural beauty of the coastline as the sun sets. Suitable for all experience levels, the class provides expert instruction in a calm, supportive environment, making it an ideal choice for both first‑timers and seasoned yogis looking for a peaceful yet invigorating outdoor escape.

Begin with a short on‑land and on‑water orientation covering paddleboarding basics and safety. After paddling to a tranquil spot, boards are anchored, and you’ll flow through a Pilates‑inspired vinyasa sequence adapted for the water. The gentle movement of the board enhances balance, deepens focus, and activates stabilizing muscles throughout the practice. The class concludes with a serene floating savasana, allowing you to fully soak in the morning light and natural surroundings before paddling back to shore.

Our Mashpee Popponesset Bay location is one of the top rated kayaking locations on Cape Cod. It is a combination of beautiful wildlife, amazing real estate and never ending wild life. Not to mention the private beach only accessible by boat! We provide top of the line equipment and have been rated the Best of Cape Cod twelve years in a row. With our rentals you can go at your own pass and take your time in this amazing location. The rentals include staging and transportation of the equipment so you never have to lift or move anything on your own. Come join RideAway, the number one adventure outfitter on Cape Cod, and see the Cape like never before.

This cruise is a perfect end to your day. Sit back, relax and breathe in the sea air while taking in the sights and sounds of Boston harbor under the Full Moon.

Begin with a brief paddle out to a peaceful section of the water where boards are anchored securely. Once settled, flow through controlled, Pilates‑based movements combined with breathwork and mindful transitions. The natural motion of the water adds an extra dimension, encouraging focus and balance while enhancing overall muscle engagement. The class concludes with a relaxing paddle back to shore, leaving you refreshed, grounded, and energized.

Entering the 5th year of operation, we are the Cape’s top destination for eFoiling. Whether you are a total beginner or an experienced boarder, we provide a safe, exhilarating path to flying. Why Fly With Us? Certified Expertise: We are the only registered Lift and Fliteboard affiliate on mainland Cape Cod. You are learning on the world’s best equipment from instructors who know the tech inside and out. Value: We pride ourselves on offering the most competitive rates in our area. Get an excellent experience for much less than other affiliate schools. Travel Lessons: Can’t make it to our Barnstable or Provincetown hubs? We offer Travel Lessons and Events, bringing the boards, the gear, and the expertise directly to your private beach or waterfront home. Discounted Buying: As a professional partner for both Lift and Fliteboard, we offer the clients exclusive discounts on new and used eFoils.

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.

Experience a fresh twist on barre with Barre on Board, a guided fitness class performed on a stand‑up paddleboard at the peaceful waters of Hopkinton State Park. This innovative workout blends classic barre‑inspired movements—small, controlled, high‑rep exercises—with the added challenge of balancing on water, activating deep stabilizing muscles throughout the body. Led by certified instructors, this class is low‑impact yet highly effective, focusing on core strength, balance, posture, and full‑body toning. Calm, protected water conditions make this an accessible and enjoyable experience for all fitness levels, even if it’s your first time on a paddleboard.

You may be asking yourself how in the world can I eat ice cream while out on the water paddle boarding? Well, thanks to Kool Beans Ice Cream Boat on Waquoit Bay you can! We are combining two of the best summer experiences ever and offering ice cream socials...on a SUP! We will meet at Great River Boat Ramp in Mashpee and paddle board or kayak our way over to the Kool Beans Ice Cream Boat where you can choose from various tasty ice cream novelties or an iced coffee or frappuccino to enjoy on the board. This is a great way for families and friends to enjoy time together on the water while encountering the gorgeous scenery that Cape Cod is so well known for. You’ll have opportunities to see salt marshes, coastal birds, aquatic life and local oyster farms. We will also have plenty of time to explore and play. All skill levels and ages are welcome, including beginners. Smaller children can ride along with a parent and must wear a life jacket.

Embark on an unforgettable journey aboard our private powerboat "Petrel" Pricing is just $375 per hour for a two-hour trip. Up to 6 passengers are welcome aboard. Whether you crave adventure, relaxation, or both, our charters promise a tailored maritime experience. Set sail with us and make lasting memories on the open water! Skip the bridge traffic, tourist traps and parking nightmares and visit a quiant New England coastal village instead. We are located at the Mattapoisett Boatyard, about 5 minutes off I - 195. Our itineraries depend on how you want to spend your time on the water. Whether you are looking for a sporty sail in the bay or a quiet cruise along the picturesque shoreline we will make your day. We also specialize in Bachellorette and engagement parties, wedding launch services, regattas and spectator fleet.

Enjoy the beauty of Boston illuminated on this 1-hour evening cruise. Coast past sights like the Old North Church, Independence Wharf, the U.S.S. Constitution, the New England Aquarium, and more. Choose between open-air seating on the top deck, with blankets available, or stay cozy in the interior cabin. Alcohol, water, soda, and snacks are available for sale.

90min BYOB Boston Harbor Cruise. Pedal as much as you want or just relax and enjoy the amazing harbor views. Bring Your Own Beverages, Food and Music. We provide coolers with ice in our high center bar and Bluetooth connectable speakers. Great for unique fun Birthday and Bachelor/Bachelorette Parties, Outings with Colleagues, School Field Trips or just an amazing time with friends and family. We cruise close to shore at slow speed to get close up views of the harbor attractions and provide a QR code connectable Interactive tour route app with a wealth of information on 36 points of interest that you will pass. Charter groups can chose from 7 boarding locations upon request. Charters can be booked from 10AM to 8:30PM, 7 days per week, mid-April through October.