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Boston – Discover the Freedom Trail, historic Faneuil Hall, Beacon Hill’s architecture, and enjoy a sweet treat in the North End’s Italian quarter
Salem – Visit the Salem Witch Museum and the House of the Seven Gables to explore the dark history of the 1692 witch trials
Rockport – Stroll Bearskin Neck and photograph Motif No. 1, the iconic fishing shack symbolising this picturesque New England town
Cape Cod – Explore Provincetown’s vibrant culture, climb the Pilgrim Monument, and enjoy free time for whale watching or dune tours
Plymouth – Snap photos of the Pilgrim tall ship and step back in time at the recreated Plymouth Colony
Spend four days discovering the best of coastal Massachusetts, from Boston to Cape Cod. Starting and ending in Boston, this tour dives into revolutionary history, charming seaside towns, and Ivy League prestige. Explore Boston’s Freedom Trail, sample Italian treats in the North End, and wander through historic Salem. Stroll Rockport’s art-filled waterfront, then soak in Cape Cod’s beachy vibe with a visit to Provincetown. Stop at Plymouth Colony before wrapping up with a Harvard tour and Back Bay’s elegant streets. It’s a perfect blend of culture, coastline and classic Americana—all in just a few memorable days.