Skip to content

Search vacations and save

Now accepting reservations through April 24, 2017.

Traveling with an infant?


Just a moment as we search for your

Searching for your vacation.


Boston vacations

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.

Featured Boston hotels

Here are a few of our most popular Boston resorts. Perform a search above to see all of the hotel options Southwest Vacations has to offer.

Featured things to do

Southwest Vacations has activities, tours, and attractions to add to your vacation. View all of your options in the Things to Do section during the booking process.

Learn about Southwest Vacations' travel protection. Be protected from the unexpected. Learn about bags fly free.  Applies to your first and second checked bags. Weight and size limits apply. Sign up for exclusive offers, get deals and special offers delivered directly to your inbox.

First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.

Keyboard Instructions
  • change date: Ctrl + ///
  • previous/next month: Page Up/Down
  • select date: Enter
  • cancel and close: Esc