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September 2017

Sky Island Tour

September 30 @ 7:00 am - 5:00 pm
Windemere Hotel, 2047 AZ-92
Sierra Vista, AZ 85635 United States
+ Google Map
$10 - $35

Sky Islands are known in the southwest as mountain ranges surrounded by radically different lowland environments. All one-day Sky Island tour rides are a loop, beginning and ending at the Windemere Hotel in Sierra Vista, AZ. Learn more and register at www.skyislandtour.com. Metric Century: The metric century 62-mile bicycle ride takes place on mostly rural roads with an adequate shoulder width to provide a comfortable ride for the intermediate to advanced rider. The ride passes through Bisbee, AZ and twice crosses over the…

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October 2017

Chesapeake Bay Vacation Tour

October 1 @ 11:00 am - October 6 @ 3:00 pm
|Recurring Event (See all)

One event on October 1, 2017 at 11:00am

$2175

Miles of flat coastal cycling await you in this pristine region defined by the numerous  tidal rivers that drain into the Chesapeake Bay and the shimmering beauty of undeveloped seashore on the Atlantic Ocean.  Views of rural farmland, Chesapeake Bay skipjacks and sailing craft, fishing boats, and quaint communities greet you along the way. Carolina Tailwinds leads bicycle vacation tours in 13 destinations throughout the Eastern U.S.A.  All tours are multiple day, all inclusive vacations featuring memorable lodging, fine cuisine and…

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Southern Outer Banks 6-Day Vacation

October 1 @ 11:00 am - October 6 @ 3:00 pm
|Recurring Event (See all)

One event on May 14, 2017 at 11:00am

One event on October 1, 2017 at 11:00am

Outer Banks of NC NC United States + Google Map
$2050

Sparkling sandy beaches, delectable seafood, relaxing ferry rides, and extraordinary biking await you on this special tour.  We visit in the spring and fall, when the crowds are gone and the weather is perfect for bicycling.  The famous picturesque lighthouses of the North Carolina seashore complete our adventure in the historic islands haunted by Blackbeard’s legend! Carolina Tailwinds leads bicycle vacation tours in 13 destinations throughout the Eastern U.S.A.  All tours are multiple day, all inclusive vacations featuring memorable lodging,…

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Maine Foliage Tour

October 8 - October 13
Maine Portland, ME United States + Google Map

Maine Foliage Tour focuses special attention on the spectacular beauty that is the fall foliage season in the State of Maine. This 5-day fully-supported touring-pace ride averages 45 miles per day. The 222 mile route begins and ends in Portland ME. In between it meanders northeastward into the backroads of rural Maine and then back down along the coast. The average daily mileage offers the perfect distance to allow for plenty of time to see and explore some of the…

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Northern Outer Banks Vacation Tour

October 9 @ 10:00 am - October 13 @ 3:00 pm
|Recurring Event (See all)

One event on May 22, 2017 at 10:00am

One event on October 9, 2017 at 10:00am

Outer Banks of NC NC United States + Google Map
$1725

Hatteras, Ocracoke, and Roanoke Islands are all featured on this itinerary that allows the bicycle tourist to explore more of the Outer Banks.  Visit the site of the Wright brothers’ first flight, miles of undeveloped seashore, up to four historic lighthouses, and more.  Enjoy fresh local seafood, and all waterfront accommodations. Carolina Tailwinds leads bicycle vacation tours in 13 destinations throughout the Eastern U.S.A.  All tours are multiple day, all inclusive vacations featuring memorable lodging, fine cuisine and fully supported, spectacular cycling

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Kentucky Horse Country (& Bourbon!) Bike Tour

October 12 @ 5:00 pm - October 16 @ 9:00 am
Lexingon Select a Country: + Google Map
$1950

This Kentucky bike vacation includes several fun & relaxing days on some of the best backroads we've had the pleasure of riding. Not only are these little country lanes low on traffic, but they're all postcard-perfect with scenic horse farms set among gently rolling hills framed by row after row of black fences and stone walls. Pure joy to ride in the "Horse Capital of the World!" We've also included an afternoon visit to the famed Keeneland track (home of…

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Fall Foliage Classic

October 14 - October 21

Fall Foliage Classic celebrates the color that is New England in fall. This 7-day fully-supported touring-pace ride averages 45+ miles per day. The 314 mile route begins and ends in Portland ME. In between it heads down the coastal villages of Maine, New Hampshire and into Massachusetts before turning back north through “Norman Rockwell” communities of New England. The average daily mileage offers the perfect distance to allow for plenty of time to see and explore some of the most…

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NC Horse Country Tour

October 15 @ 11:00 am - October 19 @ 2:00 pm
|Recurring Event (See all)

One event on September 11, 2017 at 11:00am

One event on October 15, 2017 at 11:00am

NC Horse Country Chapel Hill, NC United States + Google Map
$1775.00

The moderately hilly region found in central North Carolina is one of the state's best kept secrets for perfect cycling conditions! Peaceful country back roads wind past peach tree groves, scenic thoroughbred horse farms, remote Revolutionary War historic sites, world renowned pottery studios, and the pristine landscape of some of America's most legendary golf courses. An authentic "southern hospitality" experience awaits you in NC's Heartland.

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South Carolina Lowcountry Tour

October 15 @ 12:00 pm - October 20 @ 3:00 pm
|Recurring Event (See all)

One event on April 9, 2017 at 12:00pm

One event on October 15, 2017 at 12:00pm

One event on October 22, 2017 at 12:00pm

$2225

This tour packs the best of the South Carolina Low Country into a fabulous 6 day bicycling vacation. Bike the idyllic islands of the South Carolina coast under stands of live oaks and wispy Spanish moss. Learn about the history of the Palmetto State's plantation past on multiple guided tours.  Walk the beaches with gentle sea breezes and stroll past architectural treasures on the streets of Charleston and Beaufort, SC.  Dine in one of Beaufort's and two of Charleston's most famous…

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Hudson Valley National Heritage Area Bike Tour

October 15 @ 1:00 pm - October 20 @ 2:00 pm
New York Select a Country: + Google Map

Six-day bike tour on some of the finest cycling routes anywhere. Pedal through fertile farmland, past vineyards, orchards and manicured fields where horses, sheep and alpaca roam. Taste award-winning wines at scenic vineyards and on a Hudson River cruise. Ramble through gardens and mansions built for the Livingstons, Vanderbilts and Roosevelts. Stay in fine inns and enjoy meals at world-class restaurants. Discover the historic architecture, antique shops, wineries, Hudson River School art and, first and foremost, the unsurpassed bicycling of…

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