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Sightseeing & Tours in and near Chester, VA


60-Minute Segway Micro Tour of City Landmarks for One or Two from Segway of Richmond (40% Off)
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60-Minute Segway Micro Tour of City Landmarks for One or Two from Segway of Richmond (40% Off)

Segway tours glide through River District, Shockoe Bottom, and retrace Lincoln’s visit to Richmond nine days before his death

1301 East Cary Street, Richmond 12.3 mi
4.9
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1,582 Ratings
$50.00 $35.00$29.75
 Sale Ends 2/26
One 60-minute Segway micro tour for one
Self-Guided Richmond Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 61% Off)
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Self-Guided Richmond Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 61% Off)

Participants gear up and launch the ScavengerHunt.com app to start their own adventure, racing against the clock at a time of their choosing

4 Locations 12.6 mi
3.9
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3,624 Ratings
$40.00 $22.00$18.70
 Sale Ends 2/26
Self-Guided Scavenger Hunt for Two
Adventure Scavenger Hunt Walking Tour for One, Two, Four, or Six from Wacky Walks (Up to 64% Off)
Adventure Scavenger Hunt Walking Tour for One, Two, Four, or Six from Wacky Walks (Up to 64% Off)

Players set out on scavenger hunt walking tour challenge through city answering questions and performing family-friendly tasks

73 Locations 12.6 mi
4.1
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296 Ratings
$20.00 $10.00$7.50
 Sale Ends 2/26
Adventure Walk for One
Self-Guided Walking Adventure for One, Two, Four, or Six from Crazy Dash (Up to 64% Off)
Self-Guided Walking Adventure for One, Two, Four, or Six from Crazy Dash (Up to 64% Off)

Performing silly tasks and hunting for checkpoints around the city, digital walking tour brings adventure and family-friendly fun

77 Locations 12.6 mi
4.2
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210 Ratings
$20.00 $10.00$7.50
 Sale Ends 2/26
Crazy Dash Walking Adventure for One
The Valentine Outing for Two or Individual or Family Membership (Up to 55% Off)
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The Valentine Outing for Two or Individual or Family Membership (Up to 55% Off)

More than 1.7 million objects & artifacts inspire guests to examine Richmond history

1015 E Clay St, Richmond 12.8 mi
4.8
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366 Ratings
$50.00 $25.00$22.50
 Sale Ends 2/26
One day admissions for 2 people
$18.74 for Team Scavenger Hunt Tour for Up to 12 People from Puzzling Adventures  ($49.99 Value)
$18.74 for Team Scavenger Hunt Tour for Up to 12 People from Puzzling Adventures ($49.99 Value)

Players explore the city via an adventure combining the fun of a scavenger hunt with the information of a self-guided tour

178 Locations 12.9 mi
4.1
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1,663 Ratings
$49.99 $24.99$18.74
 Sale Ends 2/26
One Team Scavenger Hunt Tour for Up to 12
Tasting Wine Like a Pro Class for Two or Four at The Vine Wine Club (Up to 59% Off)
Tasting Wine Like a Pro Class for Two or Four at The Vine Wine Club (Up to 59% Off)

Guests begin or continue on their journeys to becoming intelligent wine lovers during fun, interactive classes full of great tasting wines

101 West Broad Street, Richmond 13.1 mi
5.0
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5 Ratings
$100.00 $48.99$41.64
 Sale Ends 2/26
Tasting Wine Like a Pro Class for Two
Berkeley Plantation Tour in Charles City
Berkeley Plantation Tour in Charles City

- Take part in an informative tour around the Berkeley Plantation, which is led by a friendly professional, who really gets into character - See the place where the very first Thanksgiving was held over a century ago - Listen up as you hear an audio recording of the first time that “Taps” was played here in 1862 - Check out where Benjamin Harrison was born, an original signer of the Declaration of Independence

12602 Harrison Landing Road, Charles City 14.6 mi
$15.00
Berkeley Plantation Tour in Charles City
1 bought
Guided Grounds and House Tour for Two, Four, or Six at Tuckahoe Plantation (Up to 44% Off)
Guided Grounds and House Tour for Two, Four, or Six at Tuckahoe Plantation (Up to 44% Off)

Follow a knowledgeable guide around the boyhood home of Thomas Jefferson and learn about its architecture, history, and idyllic gardens

12601 River Road, Richmond 18.7 mi
4.8
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91 Ratings
$40.00 $29.00$24.65
 Sale Ends 2/26
Guided Historic Grounds and/or Historic House Tour for Two
Gift Cards to Hampton Roads Winery. Two Options Available.
Gift Cards to Hampton Roads Winery. Two Options Available.

Family-owned winery offers bottled wines and gift shop items available for indoor and outdoor service, as well as delivery or pick-up

6074 New Design Road, Elberon 36.9 mi
2.6
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7 Ratings
$10.00
$10 Gift Card for Curbside Delivery, Pick-up or Indoor and Outdoor Service
Admission for Two, Three, or Four Adults to James Madison Museum (Up to 33% Off)
Admission for Two, Three, or Four Adults to James Madison Museum (Up to 33% Off)

Visitors can enjoy unique presidential, agricultural and multi-cultural museum.

129 Caroline Street, Orange
5.0
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9 Ratings
$12.00 $10.00$8.15
 Sale Ends 2/26
Admission for Two Adults
Whisky Walking Tour & Tasting in Lovingston
Whisky Walking Tour & Tasting in Lovingston

- Get an inside look at how a local distillery operates with a walking tour that takes you behind the scenes - Check out the recently-launched museum and video display, which work together to paint a picture of national and local whiskies - Team up with professionals, who answer any questions you have and fill you in on insider secrets - Sip on delicious samples and add some extra fun with freshly prepared cocktails from the menu - Sample seasonally inspired mini and full cocktails: Try a whisky-neat with a splash or cube, or choose your own flight featuring Virginia-Highland Whisky and your choice of two seasonal mini-cocktails

299 Eades Lane, Lovingston
$16.85
Whisky Walking Tour & Tasting in Lovingston
1 bought
Crozet Spirits Beer & Wine Tour
Crozet Spirits Beer & Wine Tour

- In true trolley spirit, this circuit gives you the flexibility to visit your favorite Crozet wineries and breweries for as long as you wish. - Set your own itinerary, choosing from eight different stops that include wineries, breweries, and cideries - Get hooked up with exclusive discounts as a trolley rider while experiencing the magic of transport by trolley - Sip on locally-made drinks as you learn about the process that goes behind each

5793 The Square, Crozet
$49.83
Crozet Spirits Beer & Wine Tour
10+ bought
Wine Class of Choice for One, Two, or Four at Little Washington Winery (Up to 65% Off)
Wine Class of Choice for One, Two, or Four at Little Washington Winery (Up to 65% Off)

Winery with top rankings in Virginia shares knowledge of wine-related topics during a variety of classes

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4.9
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268 Ratings
$40.00 $19.00$18.00
 Sale Ends 2/26
Choose a Class at Foodie-U Wine School for One
Islamic Tour of Washington for One, Two, or Four from Zohery Tours (Up to 50% Off)
Islamic Tour of Washington for One, Two, or Four from Zohery Tours (Up to 50% Off)

Muslims and non-Muslims are invited to a bus tour, during which they visit local mosques and meet with some of the community’s officials

400 New Jersey Ave NW, Washington
4.5
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333 Ratings
$49.00 $32.00$29.00
 Sale Ends 2/26
Islamic Tour of Washington DC for One
Original DC Brew Tour for Two or Three at City Brew Tours (Up to 40%  Off)
Original DC Brew Tour for Two or Three at City Brew Tours (Up to 40% Off)

Groups sample up to 18 craft beers at local breweries with transportation and meal included

801 F St NW, Washington, D.C.
5.0
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8 Ratings
$218.00 $155.00$131.75
 Sale Ends 2/26
DC Original Brew Tour for Two; Valid Monday–Thursday
Wine Tasting for Two or Four with Souvenir Glasses at Olney Winery (Up to 64% Off)
Wine Tasting for Two or Four with Souvenir Glasses at Olney Winery (Up to 64% Off)

Sample five locally vinted wines and take home stemless wineglasses

18127 Town Center Drive, Olney
4.8
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2,906 Ratings
$39.00 $21.00$17.85
 Sale Ends 2/26
2 wine tastings, 2 stemless wine glasses and $10 towards the winery
2 or 4 Family or Adult Adventure Tickets and 1 or 2 Printed Animal Photo Gift at Animal Park (Up to 57% Off)
2 or 4 Family or Adult Adventure Tickets and 1 or 2 Printed Animal Photo Gift at Animal Park (Up to 57% Off)

Learn about animal residents from a knowledgeable tour guide and meet amazing animals from as close as 5 feet away.

676 E Hughes Mill Rd, Burlington
4.9
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1,212 Ratings
$46.00 $27.00$20.25
 Sale Ends 2/26
Two Individual Tickets for a Family Adventure Tour with One Printed Animal Photo Gift; Valid for All Ages
Dolphin Encounter, Swim Adventure, or Royal Swim at Dolphin Discovery (Up to 52% Off). 11 Locations Available.
Dolphin Encounter, Swim Adventure, or Royal Swim at Dolphin Discovery (Up to 52% Off). 11 Locations Available.

Splash and play with the dolphins during in-water experiences that can include getting a wet smooch or an unforgettable swim

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4.5
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646 Ratings
$109.00 $59.00$53.10
 Sale Ends 2/26
Dolphin Encounter
Half-Day Holiday and Tacky Lights Tour in Richmond
Half-Day Holiday and Tacky Lights Tour in Richmond

Tacky Lights from property owners that have received National attention over the year, some have been doing this over 30 years. We will visit some of these unique properties as well as holiday lights around the town. Is it a competition or a deep passion for the season? Just how far will they go to win or share the love this Holiday Season. Sit back and leave the driving to us as we share some information about some of the properties we see as well a little bit of history.

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$45.00
Half-Day Holiday and Tacky Lights Tour in Richmond
3Quest Challenge for One, Two, Four, or Six from 3Quest Challenge (Up to 63% Off)
3Quest Challenge for One, Two, Four, or Six from 3Quest Challenge (Up to 63% Off)

Digital scavenger hunt adventure tour sends groups through city to solve puzzles, gather clues, and complete challenges with help of guide

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4.3
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244 Ratings
$20.00 $10.00$9.00
 Sale Ends 2/26
3Quest Challenge for One
Millionaires' Row - The Secrets Inside
Millionaires' Row - The Secrets Inside

After a 25-30 minute Segway training session in our repurposed tobacco warehouse location, you will take a ride from the River District up Main Street to Millionaire's Row & historic Old West End. There you will be transported back in time to see and hear stories of Victorian mansions and churches. Please allow 2 hours for the entire experience.

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$45.00
Millionaires' Row - The Secrets Inside
$34 for Scavenger Hunt Adventure for Team of Up to Five People from Urban Adventure Quest ($49 Value)
$34 for Scavenger Hunt Adventure for Team of Up to Five People from Urban Adventure Quest ($49 Value)

On a citywide, smartphone-based scavenger hunt, racers decode clues and complete challenges while brushing up on local history

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4.6
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438 Ratings
$49.00 $36.50$34.00
 Sale Ends 2/26
$36.50 for a Scavenger Hunt Adventure for One Team of Up to Five People
$7.62 for One Mobile-Based Interactive Drinking Game from Booze 'n' Brains ($24.99 Value)
$7.62 for One Mobile-Based Interactive Drinking Game from Booze 'n' Brains ($24.99 Value)

Interactive mobile-based games and activities include solving puzzles, trivia, riddles, silly games, and taking photos while having drinks

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2.3
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6 Ratings
$24.99 $9.99$7.62
 Sale Ends 2/26
One Booze 'n' Brains Interactive Drinking Game - Anywhere Version
Richmond's Women in History Segway Tour
Richmond's Women in History Segway Tour

Richmond's history abounds with amazing women who defied the repression of their times through incredible skill and indelible determination, including Elizabeth Van Lew, Ellen Glasgow, Maggie Lena Walker, among many other unsung figures. Discover the stories of these trailblazing women on a city-spanning two hour tour through the very streets they walked!

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$70.77
Richmond's Women in History Segway Tour
$10.20 for One-Month Membership and Three Go-Passes from RVA Bike Share ($23.25 Value)
$10.20 for One-Month Membership and Three Go-Passes from RVA Bike Share ($23.25 Value)

Travelers can explore Richmond on an RVA Bike Share bicycle; membership includes first 45 minutes of each ride

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5.0
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1 Ratings
$23.25 $12.00$10.20
 Sale Ends 2/26
One-Month Membership and Three Go-Passes
Mountain Biking Adventure on Narrowback Mountain
Mountain Biking Adventure on Narrowback Mountain

Experience Virginia’s Mountain Biking Mecca on Narrowback Mountain. Located in the North River District of George Washington National Forest, there is a bit of everything on this loop including ridgeline riding, rocky sections with alternate lines, and  two memorable descents off the mountain. Guaranteed you will finish with a long flowy descent that will bring smiles all around!  

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$150.00
Mountain Biking Adventure on Narrowback Mountain
Private Wine Tours
Private Wine Tours

A very comfortable and stylistic a tour and tasting some of Virginia’s finest vineyards and wines.

It’s very private and enjoyable for couple looking for an intimate getaway, a small group celebrating a special occasion, a bridal party, or a business team looking for a change of scene. You are making the right choice to experience the natural beauty of Mountains while driving to one of the best winery in historic Charlottesville. It is an exciting time of touring and wine tasting. Your vehicle type will depend on your group size.

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$75.00
Private Wine Tours
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Survival Scavenger Hunt for One or Two Teams from Zombie Scavengers (Up to 71% Off). Two Options Available.
Survival Scavenger Hunt for One or Two Teams from Zombie Scavengers (Up to 71% Off). Two Options Available.

Team completes challenges and scavenges the city in search of supplies that will allow them to survive a zombie apocalypse

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4.0
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1,010 Ratings
$39.95 $15.00$11.25
 Sale Ends 2/26
Survival Scavenger Hunt Tour for One Team
Let's Go Sail Virginia
Let's Go Sail Virginia

Few people get out on the water these days, and fewer still get to sail a modern sailboat. Here is the single-most unique activity in Williamsburg, where guests get to run the helm or just relax on the water. They get to enjoy an optional talk on the two battles that ended the American Revolutionary War. Sometimes they get to see US Navy ships transiting Yorktown.

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$96.42
Let's Go Sail Virginia