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.