Cruise Port Guide
The bucket-list things to do — and the private, expert-led way to do each.
Here’s the bucket list for your day ashore: the most extraordinary thing to do at each stop, and the private, small-group, or expert-led way to make it yours — your own pace, real access, none of the crowd.
Walk Boston's legendary 2.5-mile Freedom Trail with a private historian guide, tracing 16 iconic Revolutionary War sites from the Common to Bunker Hill. This intimate, bespoke experience brings America's birth story to vivid life.
Glide across Boston Harbor aboard a private crewed sailing yacht, taking in the city skyline, historic harbor islands, and the storied waterfront from the water. An utterly civilized and unforgettable perspective on one of America's great port cities.
Cross the Charles River to Cambridge for an exclusive private tour of Harvard Yard and the MIT campus, guided by a vetted academic with insider knowledge of these two world-defining institutions. Intellectual luxury at its finest.
Wander America's oldest continuously inhabited neighborhood with a private local guide, grazing on cannoli, espresso, handmade pasta, and aged prosciutto at the finest artisan shops. Boston's North End is Italy distilled into six cobblestoned blocks.
Board a high-speed vessel for a thrilling expedition to Stellwagen Bank National Marine Sanctuary — one of the world's premier whale-watching grounds. Humpbacks, finbacks, and minkes breach and lunge-feed just miles off Boston's shore.
Board the iconic Old Town Trolley for a narrated loop of Boston's greatest landmarks, with the freedom to hop off and explore at your own pace. Specially designed for cruise guests, this is the city's most efficient and entertaining city overview.
⚓ Your bucket-list concierge
Tell us your sailing and we'll send the bucket list for every port — the most extraordinary thing to do at each, and the private, expert-led way to make it yours.
No spam. The honest plan, even when it says skip the ship’s tour.