Best Places to Visit on the North Shore of Massachusetts

Discover the North Shore with Keolis massAdventures

If you don’t have a car, prefer to leave the logistics to someone else, or you’re visiting Massachusetts and want to see more of our beautiful state, our day trips from Boston include everything you need for an amazing experience.

When you book with us, your Weekend Commuter Rail Pass, activity and/or admission ticket, and round-trip transportation in our sprinter vans (from your arrival station to your activity and back) are all included — Just book your trip and we’ll handle the rest!

Even better? Your Commuter Rail pass is valid for the entire weekend, so you can continue exploring before or after your tour and make the most of your time outside the city

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Don’t Miss These Coastal Adventures on Massachusetts’ North Shore

Ipswich, Massachusetts

"The Birthplace of American Independence"
  • Crane Estate
  • Crane Estate
  • Crane Estate
  • Crane Estate

 

Spend the day exploring the coastal charm of Ipswich and the breathtaking Castle Hill on the Crane Estate. Step inside the grand Great House on our “Guest of the Cranes” tour, hike scenic gardens and trails, or kayak through the peaceful waters of the Crane Wildlife Refuge.

Ipswich is proudly known as the “Birthplace of American Independence,” where residents led by Rev. John Wise protested unfair British taxation nearly a century before the American Revolution.

Round out your visit exploring historic downtown Ipswich’s charming shops and cafés. From history and wildlife to coastal scenery, Ipswich offers the perfect North Shore escape — no driving required. 🚆

Book your Guest of the Cranes Guided Tour
Go Kayaking at Crane Beach
Tour the Gardens at Crane Estate

Gloucester, Massachusetts

"America's Oldest Seaport"
  • Hammond Castle exterior view

 

Discover the seaside charm of Gloucester with an unforgettable day trip.  Known as America’s oldest seaport, Gloucester offers dramatic coastal views, rich maritime history, and plenty of adventure.

Paddle through scenic Gloucester Harbor on a guided kayaking experience, where you’ll explore quiet coves, historic waterfronts, and the working harbor that has defined the city for centuries. After your time on the water, step into the storybook world of Hammond Castle Museum a stunning medieval-style castle perched above the Atlantic. Built by inventor John Hays Hammond Jr., the castle is filled with fascinating artifacts, secret passageways, and breathtaking ocean views.

Book Your Ticket to Hammond Castle Museum
Go Kayaking in Gloucester

Rockport, Massachusetts

"A quintessential New England seaport village known for its artist community, rocky coast, and Motif Number 1"
  • The red fishing shack of Rockport, Massachusetts

 

Discover the seaside charm of Rockport, once a thriving fishing and granite-quarrying town, Rockport later became a beloved artists’ colony known for its scenic harbor, coastal light, and New England character.

 Join Keolis massAdventures on a guided kayak trip to Thacher Island and paddle along Cape Ann’s rugged coastline while taking in views of the historic twin lighthouses at Cape Ann Light Station, which have guided mariners since the 1700s. It’s a unique way to experience the natural beauty, maritime history, and coastal charm that make Rockport one of the North Shore’s most iconic towns.

If you’re looking for more kayaking idea’s check out our latest blog Where you should go Kayaking on the North Shore.

Reserve Your Kayak to Thacher Island