Get ready for a trek through history, when you fly from Windsor to Boston.
Take a stroll through one of the most pedestrian-friendly cities in the United States, on a self-guided tour. Among the more popular things to do in Boston, opt for a walk on the engaging Freedom Trail, Irish Heritage Trail or Black Heritage Trail. Watch different stages in American history, art, and culture unfold on one of these trails throughout the city.
Featuring prominent landmarks like the Massachusetts State House and King’s Chapel, the Freedom Trail recreates colonial America. This 2.5-mile route through downtown Boston will also bring you past the home of patriot Paul Revere. Built in 1680, the building is now home to the Paul Revere House Museum.
In the mid-1800s, Beantown acquired a flavour that was distinctively Irish. Thousands of people fleeing Ireland’s Great Famine arrived on the shores of Charles River. When you arrive in Boston from Windsor, you’ll discover a striking display of Celtic pride. The Irish Heritage Trail follows the feats of some of the city’s most prominent Irish residents.
Boston’s Black Heritage Trail tells an entirely different tale. The path is marked by private residences in Beacon Hill and stops along the legendary Underground Railroad. Uncover the grittier details of Boston’s storied past at the Museum of African American History.
Traversing these footpaths will likely lead you onto the Emerald Necklace, a chain of lush green spaces across the city. Olmsted Park is a gem on this trail, ushering in a more modern era with its cultured landscaping. Wander over to the Riverway, another link in the Emerald Necklace for scenic riverside views.
Book a flight to Boston from Windsor, and retrace the steps of America’s forefathers.
The story of Boston is written in Charlestown. First settled in 1629, Charlestown is one of the oldest neighbourhoods in the city. Catch a flight from Windsor to Boston and land in this monumental turf. Check out the towering landmarks and maritime museums that dot this quaint, historic locale.
The Battle of Bunker Hill, the first of the American Revolution, took place in Charlestown. On Breed’s Hill, sits the Bunker Hill Monument. The battle was mostly fought here and is commemorated by a giant, 221-foot granite obelisk.
While you’re on top of the hill, take in the spectacular views of the Boston Harbour. In the 1800s, the newly arrived Irish immigrants began taking up residence in Charlestown. A bevvy of the neighbourhood’s lively taverns and pubs are still filled with the mirth they carried over from Ireland.
The Warren Tavern is still brewing strong. Stop by this legendary haunt, founded in 1780. Famous patrons included Paul Revere and George Washington. Today, it features live music and delectable burgers for the knowing traveller.
You can work up an appetite exploring the Charlestown Navy Yard. Boston’s shipbuilding activities date back to the Revolutionary Era. Launched in 1797, the USS Constitution is berthed here. You can tour this naval treasure, affectionately known as “Old Ironsides”, and dive into seaworthy tales at the USS Constitution Museum.
The wartime history of this district is long past, but you can still enjoy a voyage through time, when you fly to Boston from Windsor.
Back Bay has risen, literally, from the Charles River to become one of Boston’s trendiest neighbourhoods. What began as marshland is now a mecca of design, fashion, and entertainment. Get immersed in Back Bay on your next flight to Boston from Windsor.
One of the more visited spots is Copley Square. Surrounding this open square, you’ll find Boston attractions like Trinity Church and the Boston Public Library. Showcasing Romanesque Revival and Italian Renaissance design respectively, each is an architectural gem in Back Bay.
Embrace nostalgia on the elegant streets of this riverside community. Victorian brownstone homes carry an air of sophistication into Back Bay. Marvel at the blend of classic styling and modern flair in the buildings.
On Newbury Street, hiding behind the brick facades, you’ll find a shopper’s delight. Stores make use of every level of the brownstones. Shop vintage finds in basements and high-end boutiques at ground level. For a contemporary twist, the Prudential Center brings international luxury to local clientele.
Back Bay’s main artery of nightlife is the bars and restaurants on Boylston Street. After a night on the town, you’ll take quite a few stories of Boston, to Windsor. The vibrant nightlife is a draw for natives and tourists alike.
For a more relaxed evening, take in a sunset on the Charles River Esplanade. The park is the most serene end to a day. If your timing is right, you’ll be surrounded by lush green lawns and blooming cherry blossoms. Fly to Boston from Windsor and watch as the river winds slowly into the Atlantic Ocean.
Fly from Windsor International Airport (YQG) to Boston Logan International Airport (BOS), with a quick connection in Toronto. Windsor to Boston flight time is 2 hours and 30 minutes on average. Connection times vary. The distance from Windsor to Boston is around 1,025 km / 640 mi.
Enjoy complimentary drinks and snacks along the way.
Porter’s check-in desk is located in the departures area.
Windsor International Airport (YQG) is about 10 km / 6 mi from downtown Windsor.
Please allow sufficient time to drop off your car rental before your departing flight.
Taxis from downtown cost about $25 CAD. Car service costs about $35 CAD.
Take the Transit Windsor 8 Walkerville bus to the airport stop. The fare is $3.00 CAD.
Logan International Airport (BOS) is about 6 km / 4 mi from downtown Boston.
Water taxis to downtown cost about $15 USD.
Take the complimentary Massachusetts Bay Transit Authority Silver Line SL1 bus from any one of the airport terminal stops.
Car rental services are available outside of the main terminal building of Boston Logan International Airport (BOS) and are accessible by Massport shuttle buses.
The Logan Express shuttle bus provides service from the airport to downtown. The fare is $7.50 USD.
Taxis to downtown cost about US $25 USD. Car service costs about US $80 USD.
All prices are per person in Canadian dollars. Taxes and fees are included in the total package price. Prices and availability are not final until reservation is confirmed with payment. Baggage fees and other optional fees charged by Porter are not included.