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.
✔️ Easygoing & Relaxed – A stress-free intro to kayaking or SUP, perfect for beginners or those looking to simply unwind.
✔️ Scenic & Peaceful – Paddle Rockport’s beautiful shoreline with a guide who’ll keep it fun and flexible.
✔️ Seamless & Stress-Free – Round-trip transportation from Boston is included.
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.
