Day by Day Itinerary

Colonial Virginia Tour 2015

Countries   USA
Tour Length   6 days
Dates Of Tour   Sunday, April 12, 2015
Sunday, May 17, 2015
Sunday, October 4, 2015
Type of Tour Road (Guided)
Price $2,250 ($2150 if paid in full by 180 days from tour start date.)
Family Friendly
Age of Participants Mixed
Gender Basis Mixed
# of Participants (max) 20
Language English
Sleeping Accommodations   
Luggage Support
Sag Wagon Along the Way
Total Trip Mileage    240 Miles
Average Daily Mileage    40 Miles Per Day
Longest Single Day 50 Miles
Overall Difficulty Rating   Beginner, Intermediate
Cost of Trip without Airfare per person  2150 if paid 180 days in advance
Single Supplement $550
  • Lodging costs (double occupancy rooms), including all taxes and fees
  • All meals with the exception of one dinner. We allow you the freedom to explore the great restaurants on your own for one evening.
  • Morning and afternoon snacks
  • Route planning and detailed daily area maps
  • Guide support along the route
  • Van support along the route
  • Luggage transfer
  • Tolls for all highways and any park entrance or guided tour fees where noted
  • Transportation back to starting point
  • Costs for any special activities where noted
  • Complimentary photo cd of your tour, Carolina Tailwinds t-shirt, and water bottles
  • Scenic biking on country roads, the Colonial Parkway, and a few dedicated paved paths
  • Tours of the Historic Sites:
  • Colonial Williamsburg
  • Historic Jamestowne
  • Jamestown Settlement
  • Yorktown Battlefield
  • Patrick Henry's Scotchtown

Bicycling and History!

Virginia's Lower Peninsula is rich in history: Home to the first successful English colony in America, the final dramatic battle of the American Revolution, numerous majestic James River plantation sites, and the incomparable living historic park that is Colonial Williamsburg. Bike routes on gently rolling hills and flat terrain connect these sites and more. Private guided tours will be provided to our group at multiple historic sites and free time will allow group members to explore independently at others.

Lodge nightly in magnificent inns rich with colonial style and dine in fine restaurants nightly.

Day 1   Meet in Richmond
Day 2   Bike to Jamestown
Day 3   Cycle Surrey County
Day 4   On to Williamsburg
Day 5   Bike to Yorktown and Back
Day 6   Return to Richmond
Additional Activities During Trip
Guided Tours of Historical Parks and Museums, Wine Tasting
Countries Visited  
  • USA
    • Virginia
Cities Visited   Richmond, Williamsburg

Night 1:
Wyndham Virginia Crossings, 1000 Virginia Center Parkway, Glen Allen (Richmond), Virginia 23059 | Richmond (888) 444-6553
(also available for additional nights prior)
Our AAA Four Diamond hotel offers unique dining options along with comfortable and efficient accommodations. Recreational choices include outdoor pool and whirlpool, volleyball, basketball, horseshoes, world-class golf and an extra large fitness center. Recent renovations bring color and life to all public areas and meeting rooms.

Nights 2 & 3:
Wedmore Place at the Williamsburg Winery,
European-style country hotel nestled into 300 acres of green space, Wedmore Place features 28 uniquely designed rooms and suites. Each room is named and patterned after a different province of Europe and is decorated with antiques and paintings to reflect the culture and history of that province. All rooms feature wood-burning fireplaces, 10’ ceilings and king size beds. Guests can also enjoy a meal at one of the property’s two restaurants, or a tour and tasting at the adjacent Williamsburg Winery.

Nights 4 & 5:
Williamsburg Lodge. Enjoy your stay in a room decorated in fashions drawn from Colonial Virginia–style fabrics, which are vibrant as they are classic—and all of them are nonsmoking. Aside from its cozy atmosphere, the Lodge puts comfort and relaxation in the forefront. Just steps away from the Lodge are all of the historic buildings of Colonial Williamsburg as well as the restaurants and boutiques of Merchants Square.


The terrain is a mix of rolling hills and flat, making it accessible to all ability levels. Road bikes and hybrid style bikes are both appropriate. We do recommend larger tires on this tour than skinny road racing tires, however. High pressure 28-32 mm tires will be more comfortable on the stretches of "textured" pavement that we encounter on the Colonial Parkway and Island Dr.

This 6 day tour offers routes of 25 - 50+ miles each day (at your option). Less ambitious cyclists can take advantage of short cuts and "leap frog" van shuttles along the route to tailor the route to their needs.

Company Name Carolina Tailwinds
Country     USA
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