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Deals on Flights & Vacations Departing Boston

Boston Deals: Travel for Folks Located in Boston or Around New England

Here you'll find the cheapest places to fly from Boston. Did you know that you can easily and cheaply fly to Europe, the rest of the US, and beyond? Below, we've compiled the best flight deals out of Boston and the perfect weekend trips that you can take in the New England region. We've also added the best vacation deals and luxe hotel deals for a bargain.

Exploring Boston & New England

Tips for your next New England trip. Explore our East Coast destinations for the best tips and deals.

Boston is home to Boston Logan International Airport (BOS) which is the largest commercial airport in the New England region, which comprises of New Hampshire, Vermont, Maine, Massachusetts, Rhode Island, and Connecticut.

You can find affordable flights flying out of Boston to various parts of Europe. PLAY Air and Norse Atlantic Airways both fly out of Boston, providing ultra-cheap flights to Europe. TAP Air Portugal, Icelandair, and Scandinavian airlines also offer competitive flights.

Cheap Flight Destinations from Boston

Below, we've compiled a list of international destinations you can frequently fly cheaply to out of Boston.


If you're wondering what airlines fly from Boston to Barcelona, Spain—the capital or beyond, you'll find TAP Air Portugal offers competitive prices. You can frequently find round-trip flights in the $300s from Boston to various cities around Spain, such as Barcelona, Madrid, and even Santa Cruz de Tenerife in the Canary Islands.


Iceland, the land of 'fire and ice'. This island in the north feels like another planet but is actually quite easy to reach. Icelandair offers full-service nonstop flights in the $300s round trip. New Icelandic budget airline PLAY Air offers nonstop flights in the $200s! Iceland is reachable with an approximately five-hour trip.


As to be expected, with cheap flights through TAP Air Portugal, you can find great-value direct flights to this Iberian nation. There are often fares in the $300s round trip to get you to Lisbon, Porto, or Faro on the mainland, and even fantastic deals on flights to the breathtaking Azores Islands.

Cape Verde

Boston honestly offers the only affordable flights to the West African island nation of Cape Verde. With flights as low as in the $300s through TAP Air Portugal, other departure airports are double and nearly triple in price.


Norway, Sweden, Denmark, and Finland are all bucket-list-worthy destinations, and though these Scandinavian countries can be a bit expensive to stay in with higher food and accommodation prices, we've found that flights to get you there are super cheap. Scandinavian Airlines offers full-service flights in the $300s to these locations. The budget airline, Norse Atlantic Airways offers flights in the $200s.


A lot of Bostonians will want to trace their lineage back to the Emerald Isle. Flying to Ireland is cheaper than you'd think. You can fly to Dublin Airport with Irish full-service airline, Aer Lingus in the $300s round trip. Or PLAY Air also offers affordable flights (in the $200s) with short layovers in Iceland along the way.

The Best Weekend Trips in the New England Region

These spots are within easy reach of the city and offer a splendid weekend getaway for groups, couples, or families, alike.

Cape Cod

Choose from Bourne, Sandwich, Barnstable, Yarmouth, Dennis, Brewster, Orleans, Eastham, Wellfleet, Truro, and Provincetown to enjoy a weekend of lobster, clams, rocky beaches, lighthouses, and more. The Cape region is breathtaking and only a short drive from downtown Boston.

White Mountains of New Hampshire

In central New Hampshire, you'll find the presidential mountain range. Home to the largest mountains on the East Coast and part of the Appalachian Mountain Trail. With tons of glamping/camping opportunities and hosting spectacular fall foliage—a trip to the White Mountains is perfect year-round. Go leaf peeping in the fall, skiing in the winter, and hiking in the spring and summer months.

Salem, MA

Home to the infamous witch trials, a trip to Salem should also not be missed. A less than an hour's drive from Boston, explore this colonial port city and learn about the history of the atrocities that occurred to innocent women during the puritan times. This city is known for going all out around Halloween.

Martha's Vineyard

Just south of Cape Cod, you'll find the island that celebrities and politicians flock to for a true New England summer. Filled with beautiful shops, inns, and beaches.