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Boston vacations

Book a Boston vacation package from Southwest Vacations® that includes low cost airline tickets to Boston, hotels, rental cars, activities and attractions.
Boston is one of the largest and the most beautiful American cities located in the region facing the Atlantic coast. Boston has always been playing a key role as a center of the cultural and social life of the whole region. There is a large number of monuments, landmarks, tourist attractions, facilities for sports and entertainment, as well as annual events like concerts and festivals that take place in Boston.

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Here are a few of our most popular Boston resorts:

  • This award winning upscale hotel is centrally located in downtown Boston.

  • Exterior
    Royal Sonesta Boston

    Offering spectacular views, luxury accommodations, regional cuisine, and contemporary art.

  • Exterior
    Sheraton Boston Hotel

    Located steps away from the galleries and boutiques of Newbury Street and the Shops at Prudential Center.

Things to do in Boston, MA

  • Trolley tour at Massachusetts state house

    Old Town Trolley Tours

    Boston's best tour conductors combine colorful anecdotes, humorous stories and well researched historical information into a fast moving narrative that is both entertaining and educational. Join us as we turn back the pages of history and relive the bustling seaport days of colonial Boston. 
  • Sightseeing On Cruise

    Boston Harbor Historic Sightseeing Cruise

    See the renowned sites of Boston Harbor on these captivating tours. Our guides take you through the past, present, and future of this historic city. Whether you're visiting Boston for the first time, or a long time resident looking for a quick and relaxing getaway close to home, this trip around the harbor is not only fun, but you'll even learn a few things too!
  • Mast Saling

    USS Constitution Cruise

    Visit one of Boston's most treasured landmarks, the USS Constitution. This 45-minute fully-narrated tour brings you up close and personal with "Old Ironsides" at her home in the Charleston Navy Yard and offers the option to disembark for a tour of the famous ship and accompanying Naval Museum.

Familiy activities to do in Boston, MA

  • Codzilla Thrill-Boat Ride

    Get ready for more thrills, more laughs and more speed than you ever imagined as you zip across the ocean at up to 40 miles per hour. Don't worry, though; a ride on Codzilla is as entertaining as it is thrilling.
  • Whale Watching Cruise

    Boston's only 3-hour speed catamaran whale watch. High speed allows passengers to spend time viewing the whales and less time traveling to them. Each trip is narrated and guided by a scientist and sightings are guaranteed.
  • Food Culture Tours

    Come to Boston and enjoy some amazing food. Food culture tours brings people together in a social environment to learn about cultures through food.

One of the United States’ oldest cities, Boston has a rich and storied history. The city is dotted with historic and exciting attractions that are sure to keep you busy during your vacation. Walk through the Boston Common, one of the country’s oldest city parks, and catch a glimpse of more than a dozen significant American Revolutionary sites along the Freedom Trail. When you get hungry, you’ll delight in Boston’s eclectic dining options. Don’t forget to catch a big league game at Fenway Park or get an up close look at exotic marine life at the New England Aquarium. Create your ideal Boston vacation package with Southwest Vacations today.​

Please note: flight service for Boston vacations is into Boston, Massachusettes, Manchester, New Hampshire or Providence, Rhode Island.