Looking for a low-key coastal adventure with maximum scenic vibes? Whether you’re dipping a paddle in for the first time or curious to try stand-up paddleboarding (SUP), this relaxing excursion along the Rockport shoreline is the perfect way to ease into the water. Soak up the sun, spot coastal birds, and enjoy the salty breeze—no pressure, no destination, just a chill day on the water.
🛶 Your Choice: Kayak or SUP – Whether you prefer the classic kayak or want to try your balance on a stand-up paddleboard, this guided trip is designed for all levels—no experience required.
🌊 Laid-Back Coastal Paddle – Cruise the scenic Rockport coastline at a relaxed pace with our guide. No rush, no schedule—just you, the ocean, and the horizon.
🏖️ A View from the Water – Get a peek at what life looks like for the rich and famous from the sea, with stunning views of seaside homes, hidden coves, and rocky beaches.
🦆 Wildlife Watching – Keep an eye out for seabirds and other coastal wildlife as you paddle through calm, protected waters.
🌞 Perfect for First-Timers – This beginner-friendly outing is ideal if you’re not quite ready for a longer or more intense adventure but still want to dip into the coastal lifestyle.
🍽️ Free Time in Rockport – After your paddle, enjoy time on your own to explore the charming town of Rockport. Grab lunch at a local café, browse the shops and galleries, or snap a photo of the iconic Motif No. 1.
Want a Coastal Fall Sunset Paddle? Book the 3:30p departure on select dates to have an amazing sunset paddle!!
Arrive to North Station to catch the 12:30pm Rockport line train to Rockport
Your train to Rockport departs
Arrival at Rockport Station, when you exit the station our private van will be waiting for you
Arrival by van to the starting point of the tour
Enjoy your Harbor Kayak with an ACA Certified Kayak Instructor
Time on your own to explore Rockport and grab a bit to eat
Board the bus back to the station
Your train back to boston departs
Arrival back to Boston
We will also send these details along via email with more information on how to get to/from North Station upon booking. Your train ticket will be emailed to you 48 hours in advance of the trip.
Yes! if there’s a tour you’re interested in both Saturday and Sunday you can book 1 tour at full price, the other you can book the ” commuter rail passholder” Option. This provides you with a $10 discount since you already have a valid Commuter Rail Ticket for that weekend.
For this tour, we offer a ticket option that excludes train and van transportation if you prefer to drive to the destination yourself. Please select the ticket labeled “No transportation needed.”
Note: This option is not available for all tours.
Yes, you are welcome to bring your own food or snacks. Please be mindful that our bus can accommodate 1 personal item per person (e.g. backpack, tote bag). Please no large coolers. In many of the destinations there will be food/ drink to purchase. Please refer to your specific
itinerary for more information.
massAdventures and our partners watch the weather closely in the days leading up to your tour. If there is inclement weather which impacts your tour and safety, we will notify you via email as soon as possible. If your tour gets canceled due to the weather, you will have the option to receive a full refund or reschedule it to a later date. (Pending tour availability.)
Yes! we would recommend this tour to a beginner kayaker or kids.
The start and end time of a trip is the time the train leaves the station. For example, if while booking your tour start time is listed as 8:07 am, this is the time your train departs North or South Station.
To ensure your tour proceeds as planned and to maintain a high-quality experience, we will arrange a rideshare service (via Uber or Lyft) to pick you up from the station and return you there after the tour, instead of chartering a full 14-passenger bus. This approach allows us to provide a personalized experience while being both environmentally friendly and financially sustainable. If this is the case, we will notify you 48 hours ahead of your tour.
If you miss your train, please reach out to us at: contact@keolismassadventures.com and notify us as soon as possible so we can assist you. It’s possible you can catch a later train; however, you will need to take a rideshare service from the station to the start of the activity. Unfortunately, no refunds will be provided in the event you miss your train and cannot make the tour.
Our kayaks can accommodate travelers up to 350lbs
Yes, please review our cancellation policy here.
Unfortunately, this tour is not wheelchair accessible
Yes, you may choose to stay on location longer than scheduled, however, please be mindful that you must find your own transportation back to the Commuter Rail station. We do not guarantee that rideshare services will be available.
Although we LOVE dogs, and I mean love!! they are sadly not allowed on our tours regardless of if you’re taking the train or driving. Service animals are allowed
Yes! Refer A friend and they’ll get $5 off their first tour—plus, you’ll get $5 when they book!
Click here to refer a friend
The kayaking trip in Rockport was wonderful! It was the perfect mix of adventure and leisure. We were able to kayak around a lighthouse where we saw a family of ducks, jellyfish, and other birds. After enjoying Rockport by sea, we were able to enjoy Rockport by land and had some quality time in the town before heading back to Boston. It was a great New England summer day!
Great fun and well organized! Super communicative.
