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Boston Labor Day Weekend
40's - 50's and 60's+ Singles Vacations
August 30 - September 3, 2018


Book early2 save 100

Follow Boston's Freedom Trail and travel to places where history was made!
Join our Singles Weekend in Boston - Massachusetts’ capital, largest city and one of the oldest cities in the U.S and walk the route of historic sites that tells the story of the nation’s founding. Tour Fenway Park, eat at Cheers, see Harvard and MIT and more of Boston's famous landmarks before we go witch hunting in Salem.


Boston Singles Labor Day Weekend Daily Itinerary

Boston Seaport NightVacation Day 1: Thursday - Arrive Boston, Massachusetts
Your weekend begins when you land at the Boston Logan Airport and make your way to our hotel, the Renaissance Boston Waterfront Hotel, located in the Seaport district. Arrive early and take a stroll along the waterfront or visit the nearby Institute of Contemporary Art, known as ICA.
Meet and greet your tour leader in the lobby at 7:00 pm. We start our Boston vacation tonight as we stay close to hotel and get a bite to eat (not included)


Vacation Day 2: Friday - Freedom Trail Walking Tour with Private Guide
freedom trailAfter breakfast we take the train to the Freedom Trail, a 2.5-mile, walking route that leads us to 16 historically significant sites — each one an authentic treasure. We'll explore museums and meetinghouses, churches, and burying grounds. Learn about the brave people who shaped our nation from our private guide. Discover the rich history of the American Revolution, as it began in Boston.
paul revere houseVisit the Paul Revere House, built around 1860 the oldest remaining structure in downtown and the Old South Meeting House, where the Boston Tea Party began. Walk through Boston Common, America’s oldest public park and step inside "the home of free speech" and the "Cradle of Liberty," Faneuil Hall where America's first Town Meeting was held.
bunker hill monumentThe Battle of Bunker Hill on June 17, 1775, was the first major battle of the Revolutionary War - today we visit the hill, for a challenging climb up the monument to an unparalleled view of the city. Located across from the Monument is the Battle of Bunker Hill Museum, filled with dioramas and murals, artifacts from the battle itself on display include a cannonball; a snare drum; a sword and a masonic apron.
USS Constitution shipNext we make our way over to the Charleston Navy Yard to visit the USS Constitution. Launched in Boston in 1797, the oldest commissioned warship afloat earned her nickname "Old Ironsides" during the War of 1812. Only yards away from USS Constitution, the Museum has interactive, hands-on exhibits that bring history alive as we learns what life was like at sea over 200 years ago.
Cheers Tonight we go to "Where everyone knows your name" for our Welcome Dinner. Located in the heart of Boston’s Faneuil Hall Marketplace, Cheers Faneuil Hall is the replica of the Hollywood set built by Paramount Pictures. It features the signature central island bar and Wurlitzer jukebox from the TV series, a catwalk with TV lights and displayed wardrobe items worn by the cast.


Vacation Day 3: Saturday - Fenway Park - Skywalk Observatory - Harbor Cruise
Boston lighthouseToday we will use the Hop-on Hop-off bus to get around Boston and stop at a few of the city's highlights. We will cruise along Boston’s Inner and Outer Harbor and see. Learn about the past, present and future of Boston’s historic harbor. Includes tales of famous revolutionary battles, the Nation’s oldest continuously manned lighthouse, islands of the outer harbor and Boston as a working industrial port
Fenway ParkVisit Fenway Park, "America's Most Beloved Ballpark" , a place where dreams are made, traditions are celebrated and baseball is forever. See the home of Red Sox Legends, Williams, Yaz, Fisk and Rice. Visit Pesky's Pole and sit atop the fabled Green Monster 37 feet 2 inches high above deep leftfield. Our experienced tour guide will provide a thrilling, one hour, walking tour of Fenway Park.
mappariumStep inside the world-famous, three-story, stained-glass globe—one of the key attractions at the Mary Baker Eddy Library. The Mapparium’s three-dimensional perspective of the world of 1935 is enhanced by A World of Ideas, an original presentation that features a rich orchestration of words, music, and LED lights to illustrate how ideas have traversed time and geography and changed the world.
Skywalk viewTravel up 50 floors to the Skywalk Observatory in the Prudential Tower. On a clear day, 23 can see up to 100 miles away and a bird’s eye view of Boston’s Hancock Tower, Fenway Park, the Boston Common and Public Garden, the Esplanade and Hatch Shell, the Charles River, MIT, Harvard University, and countless other Boston landmarks. Then experience the Dreams of Freedom museum, which celebrates the important role that immigration has played in shaping this unique city. Our tour concludes by in the state-of-the-art movie theater, which continually runs two short films: “Wings Over Boston,” an up-close feel of the entire city, and “Dreams of Freedom,” a multimedia journey through time.


burying pointVacation Day 4, Sunday - Salem, MA - Farewell Dinner
Today we travel 40-minute north to Salem, to discover the stories behind the famous 1692 witch trials. Our tour begins in the coastal town of Marblehead, the birthplace of the Navy and Marine Corps Aviation to visit Abbot Hall, a town hall and historical museum where the original Spirit of ’76 painting is housed. On our way to Salem, learn more about the infamous Salem witch trials. The trials, resulting in the executions of 20 people, still stands as one of the nation’s most notorious cases of mass hysteria. Visit the House of the Seven Gables, a National Historic Landmark House of the Seven GablesDistrict that served as the centerpiece in novelist and Salem-native Nathaniel Hawthorne’s classic novel of the same name. It’s the oldest surviving 17th-century wooden mansion in New England. Also, visit the U.S. Custom House, where Hawthorne worked. Then, enjoy free time for lunch and exploring. Wander down beautiful Chestnut Street, which was the first planned street in America and read the house plaques to learn the history of the buildings.
Tonight we our final meal together at our Farewell Dinner.


Vacation Day 5, Monday - Depart Boston
After breakfast, as time permits have a final stroll around the Seaport before making your way to the airport. Say farewell to all your new travel friends as a another great singles weekend comes to an end.


Boston Labor Day Singles Weekend

Dates: August 30 - September 3, 2018

Price: $1,495*

Singles Weekend Includes
* 4 Nights Accommodations
* Welcome and Farewell Dinner

* Best Single Travel Leader / Guide
* Guided Tours, Activities and Admissions per itinerary
* All Taxes and Surcharges


*The price per person is for a double room. Best Single Travel provides free roommate matching on all our vacations, so there is never a need to pay a "single supplement". If you wish to room alone it is an additional $750

Not Included

* Airfare
* Airport Shuttle
* Gratuities

Deposit $300
Balance Due June 30, 2018
payment in full in booking after June 30

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