American Bucket List: Cape Cod to Boston

Arrival & Welcome to Cape Cod

• Arrival at Wequassett Resort and Golf Club, a Forbes Five-Star haven on Pleasant Bay. Champagne check-in and time to relax on the waterfront terrace or stroll the manicured gardens.
• First Gathering: We’ll gather for a welcome reception this evening followed by Welcome Dinner at the resort’s Twenty-Eight Atlantic, one of Cape Cod’s premier fine dining destinations.

Revolutionary Heritage on the Cape

• Step back in time with a tour through key Revolutionary War-era sites including Sandwich, Barnstable, and the Cape Cod Canal region.
• Afternoon at leisure to relax by the pool, play a round of golf, or book a spa treatment – let us know what you’d like and we’ll book it for you!
• End the day with a classic clam bake on the beach while taking in the view of the marina and watching the sunset.

Nantucket Excursion

• Depart by high-speed ferry for a day trip to Nantucket, a storybook island known for its cobblestone streets, whaling heritage, and boutique charm.
• Discover local shops, visit the Whaling Museum if that’s your thing, explore historic lighthouses—and yes, savor that iconic lobster roll.
• Return to Cape Cod in the late afternoon and gather for a relaxed farewell dinner on the Cape.

From Coast to Cradle of Liberty

• Check out and transfer in comfort to Boston.
• En route, explore Lexington & Concord, where the American Revolution began and visit Buckman Tavern and the Old North Bridge.
• Arrive in Boston and check in at the legendary Boston Harbor Hotel, offering waterfront elegance and exceptional service.

Walking through the Revolution

• Embark on the Freedom Trail walking tour, including Paul Revere’s House, Old North Church, Faneuil Hall, and the Granary Burying Ground.
• See the Old State House or USS Constitution.
• Enjoy a meal at Union Oyster House, the oldest continuously operating restaurant in America.
• Time for leisure for shopping or relaxing at the hotel spa.
• Optional evening performance at the Boston Symphony or Emerson Colonial Theatre.

Harvard, Art & Afternoon Tea

• Cross the Charles River to Harvard University for a private campus tour and visit to the Harvard Art Museums.
• Afternoon Tea because what’s Boston without a nod to the tea party?
• Time for final shopping or museum visits.
• Celebrate the journey with a farewell dinner at a Michelin-rated restaurant, crafted for elegance and reflection.

• Breakfast at leisure.
• Departure with new friendships, elevated memories, and a deeper appreciation for the cradle of American liberty.
• Travel in style back to the airport (Boston Logan) by water taxi from the hotel if you so desire! Let us know!