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Belize: Adventure Vacation Package - Rainforests, Ruins & Reefs
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MA: Maritime New England Bike Tours
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MA: Maritime Bike and Beer Adventure Tours
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VT: Best of Vermont Bike Tours
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MA: Cape Cod, Martha’s Vineyard and Nantucket Bike Tours
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MA, RI, CT, NY: Bike Boston to New York
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RI & MA with Martha's Vineyard: Islands and Seacoast Cycle Tours
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NY: Hudson Valley NY Bike Tours
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RI & MA: Coastal New England Wine Trail Bike Tours
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RI: Inlets and Isles Rhode Island Vacation Bike Tours
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RI: By Land and By Sea Rhode Island Bike Tours
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VT: Bike Tour Woodstock and Beyond
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VT & NH: Rivers & Ridgelines Cycling Tour
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VT: The Colors of Vermont Hiking & Walking Tour
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Three Day Tours

RI: Enchanting Block Island Active Vacations
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VT: Short and Very Sweet 3-Day Vermont Bike Trips
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MA: Salt Marsh and Songbirds Eco-Bike Adventures
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MA: Island Idyll Martha's Vineyard Vacation Bike Tours
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Bike Boston to New York - Four States and Five Boroughs
MA, RI, CT & NY

  • About the Trip
  • Itinerary
  • Details, Dates & Prices

bike new york

Bike Boston to New York
Four States and Five Boroughs

Finish with the Famed Five Boro Bike Tour, America’s Largest Cycling Event
Six Days, Five Nights

Bike Boston to New York
Challenge yourself to bicycle 250 miles from Boston to New York City, connecting the east coast’s premier cities, each distinctly its own place and both supremely exciting. And if that isn’t enough of an adventure, top it off with the 40-mile Five Boro Bike Tour, America’s largest cycling event.

5 boro bike tour
Photo courtesy of Noel Y. Calingasan

5 Boro Bike Tour
The 5 Boro Bike Tour is a rolling festival through all five New York boroughs on traffic-free streets. Pedal through Central Park in Manhattan, the vibrant streets of the Bronx, large and diverse Queens, the close-knit neighborhoods of Brooklyn and finally, surrounded by New York Harbor, the borough of Staten Island. Scenic highlights include the Freedom Tower, the Empire State Building, Bryant Park, Radio City Music Hall, the Brooklyn Bridge and the Statue of Liberty.

Four States, Five Boroughs and One Good Time
Four States and Five Boroughs is a ride to remember, encompassing iconic urban scenes, livable suburban towns, and peaceful rural landscapes, all highlighting the diverse land and the wonderful people that call this part of America home. Challenge yourself to ride Boston to New York with Great Freedom Adventures!

bike new york

Bike Boston to New York Highlights


mystic seaport

 

Highlights:

  • Bike through four states in four days
  • Visit and stay overnight in the premier cities on the US east coast - Boston and New York
  • Participate in New York's famed Five Boro Bike Tour, America's largest cycling event (Optional. May departure only.)
  • Stay in charming and vibrant coastal New England towns along the way
  • Pedal through diverse landscapes and seascapes of southern New England and New York
  • Visit Mystic Seaport, a living history museum depicting 19th century coastal New England life
  • Enjoy a scenic ferry ride
  • View the vineyards and farmland of eastern Long Island
  • Visit a winery and a brewery
  • Bike through Flushing Meadows Park, former site of two World's Fairs
  • Visit the New York State Pavilion in the park, named a "National Treasure" in 2014, and see the iconic Unisphere
  • Cycle care-free and unencumbered with guides, van support, luggage transport and meals, snacks and cold drinks provided along the way

mystic ct

Questions?  Please contact us and we'll be happy to help.

For additional six-day tours in the southern New England region, please see the Islands and Seacoast Cycle Tour and the Maritime New England Bike Tour.

 

Four States and Five Boroughs - Bike Boston to New York - Itinerary

mystic seaport

For additional information such as arrival and departure details, please contact us and we will be pleased to email it to you.

Day 1  Boston
Visit the sites of your choice in Boston then check in at the hotel in downtown Boston to meet your guides and fellow travelers. Guides will fit those who are renting bikes at this time. Then, enjoy a ride-fueling welcome dinner together.

Day 2  Boston to Rhode Island
Take pre-ride photos on a stunning city plaza next to a fountain and a long reflecting pool with iconic Boston skyscrapers and historic buildings as the backdrop. Depart downtown Boston pedaling through an urban landscape of  bustling neighborhoods and city parks, predominately on bike lanes and paths. Boston’s suburban towns gradually give way to rural regions of horse farms and stately colonial homes. Continue south passing wildlife areas and reservoirs before entering Rhode Island. Arrive at the hotel, then enjoy dinner at an Italian restaurant.

Biking Mileage: 50

mystic river

Day 3  Rhode Island to Connecticut
Cycle through colonial Rhode Island towns and fertile farmland. Enter Connecticut and pedal along a ridgeline offering views of open fields and distant hills. Enjoy lunch at a turkey farm, and experience the freshest turkey sandwiches ever. Arrive at Mystic, a historic coastal town first settled in 1684. Explore Mystic Seaport, a living history museum with villages and ships depicting 19th century coastal New England life. Later, walk the charming town center with unique shops, pubs and cafes and watch the gears and counterweights in action as the Mystic River Bascule Drawbridge opens to let boats through. Enjoy dinner and lodging in Mystic.

Biking Mileage: 62

bike new york
Photo courtesy of Noel Y. Calingasan

Day 4 Connecticut to New York’s Long Island
Cross Long Island Sound by boat, arriving at the eastern tip of Long Island. Cycle along the shoreline, then through a landscape of lush vineyards and colorful farmstands. Enjoy lunch at a winery, then continue to Port Jefferson, a picturesque harborside village and historic shipbuilding center. Explore the charming streets and shops, then head to the brewery for some craft beer tasting before dinner. Stay at an inn in the heart of town and overlooking the bustling waterfront.

Biking Mileage: 61

Day 5  Long Island to New York City
Continue cycling through western Long Island to the New York City borough of Queens. Pedal through Flushing Meadows Park, former site of two World’s Fairs, and view the iconic Unisphere. Cross over the bridge offering sensational views of the city skyline to reach the island of Manhattan, then cycle the bike path along the East River to the New York Bike Expo. Enjoy the exposition and receive your packet for the Five Boro Bike Tour. Spend the night in Manhattan, enjoying city life in “the city that never sleeps.”

Biking Mileage: 72

5 boro bike tour
Photo courtesy of Noel Y. Calingasan

Day 6   Bike New York’s Five Boro Bike Tour
Today, ride together in the nation’s largest cycling event – the Five Boro Bike Tour.  Join 32,000 fellow cyclists to bike New York’s five boroughs on car-free streets. Bike through Central Park and cross over five bridges including the spectacular Verrazano-Narrows Bridge. Additional highlights include the Freedom Tower, the Empire State Building, Bryant Park, Radio City Music Hall and the Statue of Liberty. Enjoy the post-ride festival to conclude your epic ride through four states and five boroughs.

Biking Mileage: 40

Total Mileage: About 285



Questions? Please contact us and we'll be pleased to help.

Four States and Five Boroughs

mystic seaport

What's Included:

  • Five days of bicycling
  • Bicycle and helmet rental if needed
  • Five nights lodging
  • Five breakfasts
  • Three dinners
  • Four lunches
  • Ferry ticket for passenger and bike
  • Entrance to Mystic Seaport
  • Beer tasting
  • Guides
  • Van support
  • Luggage transport
  • Daily snacks and cold drinks
  • Maps and cue sheets
  • Tax and gratuities at inns & group restaurants
  • Waterbottle

 

mystic seaport

Bike Tour Details:

Trip Length: 6 days, 5 nights
Start/Finish: Boston, MA/New York, NY
Daily Mileage: 40-72
Cycling Level: Challenging
Terrain: Paved roads with some bike paths. Flat to rolling hills.

bike new york
Photo courtesy of Noel Y. Calingasan

Bikes: You may bring your own bike or use one of ours. GFA bikes are lightweight, available with either drop or straight handlebars and are equipped with computer, waterbottle, handlebar bag, map case and seat pack with essentials.

     bike  bike

2017 Dates and Prices:

May 2-7 with 5 Boro Bike Tour - Solo female traveler seeking a roommate

June 4-8 without 5 Boro Bike Tour

$2,450 per person based on double occupancy

Single Supplement:  $750

Please inquire about custom dates, to exclude the 5 Boro Bike Tour, for groups of 8 or more.

Frequent Adventurers, GFA alumni, may deduct 5% from the tour price.

Please contact us for lodging and additional information about the tour.

Copyright © 2015 Great Freedom Adventures, All rights reserved.


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