Boutique Boston to Cape Cod road trip

Itinerary in brief:

• 3 nights Boston 
• 3 nights Cape Cod         

Day 1: Arrive Boston     

On arrival in Boston you will make your own way into the city, where you will check into your hotel for three nights.    

Days 2 & 3: Boston

You have two days to explore the city of Boston, and there’s so much to see! We recommend that you start by following the Freedom Trail, which will guide you around the historical highlights of the city, including Old North Church and Boston Common. Grab a bowl of New England clam chowder for lunch before wandering the pretty streets of Beacon Hill and heading over the river to Cambridge, home to Harvard University and MIT. Try and catch a baseball game at Fenway Park – the field is iconic, as well as the hot dogs!

On your second day we’ve included a whale watching tour – you’ll head out to the Stellwagen Bank, where humpback, finback and minke whales are found in their natural habitat. Hopefully you’ll spot some of these beautiful creatures, whether it’s a tail splash, a fin slap or a full breach – any glimpse will be a thrill.

Day 4: Drive to Cape Cod     

This morning you’ll pick up your car hire and drive to Cape Cod. On the way down, why not stop in at Plymouth, where you can learn about the Mayflower which made the voyage from England with the Pilgrims aboard nearly 400 years ago? Here, you’ll see Plymouth Rock and learn about the history of the “America’s Hometown” before driving on to Sandwich, where you’ll check into your hotel for three nights.

Days 5 & 6: Cape Cod    

Spend a couple of days exploring the cape, whether you’re strolling through the small streets of Provincetown, wandering along the vast sand dunes of the east coast or taking the ferry over to Martha’s Vineyard. There are dozens of nature trails for hiking and cycling, so work out a route that will take you to several of the iconic lighthouses of the Cape, like Chatham Light.

In summer, the beaches of Cape Cod will be packed with day trippers from Boston, so why not join the fun by packing up a picnic and heading for the sand where you can revel in the famous Cape Cod summer vibe? Finish each day with a feast of fried clams, garlic buttered lobster and hot rolls – the perfect accompaniment to a week in New England.

Day 7: Depart Boston   

Your time in New England has come to an end, you’ll now drive back to Boston Airport and drop off your rental car in time for your onwards flight.