Two friends lie on grass, relaxing and sharing snacks on a sunny day, smiling as they chat and enjoy each other’s company.

Summer Vacation Itinieries

Make the most out of summer with curated itineraries designed to capture the season at best. From harbor cruises and waterfront dining to historic walks, each experience is thoughtfully crafted for sun-filled days and memorable evenings. Discover a seamless blend of iconic city moments and relaxed waterfront living.

Contact Concierge

A smiling girl in a tropical swimsuit holds a pool float by an indoor swimming pool, ready to swim with a buoy.

Here for three days.

A waterfront venue with people watching a blue boat show near a domed pavilion at sunset, by the pier.

Here for five days.

  • Take a ferry to the Boston Harbor Islands for beaches, hiking trails, and historic forts.
  • Discover interactive exhibits at the Museum of Science, designed for every age.
  • Dine in the North End, where historic streets are lined with beloved Italian restaurants
  • Walk the Freedom Trail and explore Boston's historic landmarks.
  • End the day with live music and cocktails during Summer in the City, as the waterfront comes alive after dark.
Boston Harbor Hotel

Here for seven days.

  • Book an in-room dining breakfast and enjoy a slow morning with panoramic harbor views from the comfort of your suite.
  • Spend time at Rowes Wharf Health Club for fitness, recovery, and wellness experiences designed to rejuvenate the body and mind.
  • Discover the Seaport District for an afternoon of modern galleries, shopping, and waterfront dining.
  • Arrange a curated picnic through Concierge and enjoy it along the Rose Kennedy Greenway.
  • Wander through the North End on a guided food tour, discovering Boston’s most iconic flavors along the way.
  • Attend a Boston Red Sox game at Fenway Park, a summer tradition in the heart of the City of Champions.