Sarasota to Boston train

A culturally-rich alternative to the nearby theme parks of Orlando, Sarasota's Gulf Coast location is hard to resist. It became the winter base for many well-to-do families in the early twentieth century, during which time much of the town developed a subtle Italian feel.

Not only is the climate similar to what you might experience in southern Italy, but many of Sarasota's buildings were constructed to resemble the country's renaissance masterworks too. A good example is the Ringling family's Ca' d'Zan Venetian-style mansion.

The Ringlings made their money from circuses before giving their name to the much-celebrated John and Mable Ringling Museum of Art. It contains 21 galleries of European paintings, archaeological artifacts, and American art totaling 10,000 objects.

With weather so fine, you'll probably be looking with more than half an eye at Sarasota's numerous excellent resorts and beaches, many of which lie on a group of keys within the city limits. Bonus: our research ranked Sarasota as the #3 cheapest Spring Break destination, so you can soak up the sun on the cheap.

Arriving in Sarasota is equally easy thanks to its Cattleman Transfer Centre and Fruitville Road bus stations. Between them, travelers can connect by bus everywhere from Tampa to Tucson. Amtrak also operates a Thruway bus service from the defunct Sarasota rail station to Tampa for onward connections by train on the Silver Service. This service runs between Miami and New York City via Washington, D.C.

Boston is one of the oldest cities in the country, but it is kept young and fresh with the help of over 150,000 students who flock to the city’s prestigious universities every year. Beantown’s many sights and activities celebrate American history, prolific sports teams, and New England seafood. So let's spill the tea (into the harbor, if you will):

Boston's Freedom Trail is the best way to see the city on foot and visit some of the most iconic landmarks of the American Revolution: from Bunker Hill and the USS Constitution to the Old North Church and Faneuil Hall. The Freedom Trail officially begins in Boston Common, the oldest public park in the U.S. and a beautiful spot for walking, picnicking, or ice skating in the winter. Foodies will love tasting the Italian cuisine in the North End and the modern eateries of South End, while sports fans can tour Fenway Park, and art lovers can explore the expansive Museum of Fine Arts.

From Boston, travelers can easily get to the beachy summer destination of Cape Cod, or surrounding states like New Hampshire, Vermont, and Rhode Island. With four main train stations and several bus stops in the city, as well as Boston Logan Airport (which, by the way, has some excellent airport food), Boston is a central hub for travel throughout New England and beyond.