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Top Virginia Luxury Tours

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Virginia Tours

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Sunset Dolphin Kayak Tours

Take a small-group guided dolphin kayak tour along the shores of the Chesapeake Bay at sunset to combine gorgeous visuals with epic dolphin experiences. Little or …More

Likely to Sell Out
Likely to Sell Out
Virginia Beach, USA
4.9 (537)

Sunset Dolphin Kayak Tours

Take a small-group guided dolphin kayak tour along the shores of the Chesapeake Bay at sunset to combine gorgeous visuals with epic dolphin experiences. Little or...

2 hours • Free Cancellation
4.9 (537)
from
$68
Williamsburg Ghosts, Witches and Pirates Tour

Spooks and Legends Haunted Tours has been the favorite tour in Colonial Williamsburg since 2010. These unique tours take you to the most haunted sites, …More

Williamsburg, USA
4.7 (629)

Williamsburg Ghosts, Witches and Pirates Tour

Spooks and Legends Haunted Tours has been the favorite tour in Colonial Williamsburg since 2010. These unique tours take you to the most haunted sites,...

1 hour 45 minutes • Free Cancellation
4.7 (629)
from
$25
Whispers of Williamsburg Haunted Ghost Tour with Add-on options

Embark on a thrilling journey through the shadowy streets of Williamsburg with our captivating ghost tour! Led by a seasoned local guide, you’ll explore haunted …More

Williamsburg, USA
4.6 (776)

Whispers of Williamsburg Haunted Ghost Tour with Add-on options

Embark on a thrilling journey through the shadowy streets of Williamsburg with our captivating ghost tour! Led by a seasoned local guide, you’ll explore haunted...

60 to 75 minutes • Free Cancellation
4.6 (776)
from
$26
Small Group Dolphin Kayak Eco-Tour

9:30am & 2pm Dolphin Kayak Tour: Enjoy the thrill of kayaking with Atlantic Bottlenose Dolphins in the Chesapeake Bay with a company that’s been specializing …More

Virginia Beach, USA
4.8 (378)

Small Group Dolphin Kayak Eco-Tour

9:30am & 2pm Dolphin Kayak Tour: Enjoy the thrill of kayaking with Atlantic Bottlenose Dolphins in the Chesapeake Bay with a company that’s been specializing...

2 hours • Free Cancellation
4.8 (378)
from
$68
RVATukTuk Sightseeing Tour of Richmond

RVATukTuk provides private tours on open-aired tuk tuks. These are fun and unique electric vehicles. We are Virginia Green Travel certified and a woman-owned business. …More

Likely to Sell Out
Likely to Sell Out
Richmond, USA
4.9 (860)

RVATukTuk Sightseeing Tour of Richmond

RVATukTuk provides private tours on open-aired tuk tuks. These are fun and unique electric vehicles. We are Virginia Green Travel certified and a woman-owned business....

1 hour 30 minutes • Free Cancellation
4.9 (860)
from
$212
Full Day Historic Guided Tour to Jamestown and Yorktown with Lunch

This is The Historic Triangle Tour. Travel with a local back in time and also in chronological order. We will spend the first part of …More

Williamsburg, USA
4.9 (586)

Full Day Historic Guided Tour to Jamestown and Yorktown with Lunch

This is The Historic Triangle Tour. Travel with a local back in time and also in chronological order. We will spend the first part of...

9 to 10 hours • Free Cancellation
4.9 (586)
from
$90
Richmond Downtown Walking Tour

You will receive a compelling story of the origins of Richmond from small tobacco town to Capitol of the Commonwealth on a leisurely 100 minute …More

Likely to Sell Out
Likely to Sell Out
Richmond, USA
4.8 (233)

Richmond Downtown Walking Tour

You will receive a compelling story of the origins of Richmond from small tobacco town to Capitol of the Commonwealth on a leisurely 100 minute...

100 to 120 minutes • Free Cancellation
4.8 (233)
from
$38
Echoes of Twilight Late Night Ultimate Ghost Tour of Williamsburg

Dare to uncover the chilling secrets of Colonial Williamsburg on our spine-tingling ghost tour by US Ghost Adventures! Over 90 minutes, traverse a mile of …More

Likely to Sell Out
Likely to Sell Out
Williamsburg, USA
4.8 (372)

Echoes of Twilight Late Night Ultimate Ghost Tour of Williamsburg

Dare to uncover the chilling secrets of Colonial Williamsburg on our spine-tingling ghost tour by US Ghost Adventures! Over 90 minutes, traverse a mile of...

1 hour 30 minutes • Free Cancellation
4.8 (372)
from
$25
Historic Trolley Tour

Richmond, as the birthplace of the United States, is rich with history and culture! Travel through 400 years of history on board our tour with …More

Richmond, USA
4.7 (212)

Historic Trolley Tour

Richmond, as the birthplace of the United States, is rich with history and culture! Travel through 400 years of history on board our tour with...

2 hours • Free Cancellation
4.7 (212)
from
$45
Buried Beneath the Boardwalk: Neptune Ghouls and Ghost Tours

Dive into the spine-chilling history of Virginia Beach with our ghostly walking tour, designed to thrill and educate! Guided by a local haunt expert, this …More

Virginia Beach, USA
4.6 (103)

Buried Beneath the Boardwalk: Neptune Ghouls and Ghost Tours

Dive into the spine-chilling history of Virginia Beach with our ghostly walking tour, designed to thrill and educate! Guided by a local haunt expert, this...

1 hour • Free Cancellation
4.6 (103)
from
$26
Sunset Wildlife Cruise along Assateague & Chincoteague Island

20+ year of operation with perfect safety record. Since 2001, Assateague Explorer boat tour has showed thousands of visitors what Assateague Island has to offer …More

4.6 (224)

Sunset Wildlife Cruise along Assateague & Chincoteague Island

20+ year of operation with perfect safety record. Since 2001, Assateague Explorer boat tour has showed thousands of visitors what Assateague Island has to offer...

90 to 120 minutes • Free Cancellation
4.6 (224)
from
$66
Shenandoah National Park Self-Guided Driving Audio Tour

Purchase one tour per car, not per person. Everyone listens together! Take a scenic drive through Virginia’s verdant wilderness with this self-guided tour. Stop to …More

Charlottesville, USA
4.6 (115)

Shenandoah National Park Self-Guided Driving Audio Tour

Purchase one tour per car, not per person. Everyone listens together! Take a scenic drive through Virginia’s verdant wilderness with this self-guided tour. Stop to...

4 to 5 hours • Free Cancellation
4.6 (115)
from
$14
Church Hill Food Tour with Discover Richmond Tours

Find additional information and pricing at Discover Richmond Tours. Joining Discover Richmond Tours means exploring Church Hill in a unique way. You will sample delicious …More

Richmond, USA
4.9 (203)

Church Hill Food Tour with Discover Richmond Tours

Find additional information and pricing at Discover Richmond Tours. Joining Discover Richmond Tours means exploring Church Hill in a unique way. You will sample delicious...

3 hours • Free Cancellation
4.9 (203)
from
$90
Colonial History Tour in Williamsburg Virginia

Have you ever wondered where phrases that we use daily originated? Learn about early Virginia patriots, who were key to lighting the fires for freedom, …More

Williamsburg, USA
4.9 (142)

Colonial History Tour in Williamsburg Virginia

Have you ever wondered where phrases that we use daily originated? Learn about early Virginia patriots, who were key to lighting the fires for freedom,...

1 hour 45 minutes • Free Cancellation
4.9 (142)
from
$25
We Shall Overcome: A Williamsburg Black History Experience

Come on to our history of black Americans tour presented by Junket! We often learn the history and stories of heroes of the American Revolution …More

Williamsburg, USA
4.8 (106)

We Shall Overcome: A Williamsburg Black History Experience

Come on to our history of black Americans tour presented by Junket! We often learn the history and stories of heroes of the American Revolution...

2 hours • Free Cancellation
4.8 (106)
from
$26
Virginia Private Custom Wine Tour from Charlottesville

This 5-hour, private custom tour features 3 winery visits, luxury Sedan, tasting room recommendations, and an experienced personal Wine Trail guide. Add-on lunch options are …More

Charlottesville, USA
5.0 (659)

Virginia Private Custom Wine Tour from Charlottesville

This 5-hour, private custom tour features 3 winery visits, luxury Sedan, tasting room recommendations, and an experienced personal Wine Trail guide. Add-on lunch options are...

5 hours • Hotel pickup offered
5.0 (659)
from
$499
The Original Ghosts of Williamsburg Tour

Have you ever wanted to walk through the streets of a historic town at night and discover it's hidden secrets? Then allow our expert storytellers …More

Williamsburg, USA
4.5 (599)

The Original Ghosts of Williamsburg Tour

Have you ever wanted to walk through the streets of a historic town at night and discover it's hidden secrets? Then allow our expert storytellers...

1 hour 30 minutes
4.5 (599)
from
$20
Patriots Tour of Colonial Williamsburg or Williamsburg 101

Our tour is filled with historic information in the city where it happened! We present the events of the 1770s in a clear time-line and …More

Williamsburg, USA
4.9 (234)

Patriots Tour of Colonial Williamsburg or Williamsburg 101

Our tour is filled with historic information in the city where it happened! We present the events of the 1770s in a clear time-line and...

1 hour • Free Cancellation
4.9 (234)
from
$25
History of Slavery Tour in Williamsburg

The only tour in Williamsburg that gives the history of slavery in one presentation. We discuss what is and is not slavery. We debunk the …More

Williamsburg, USA
4.8 (50)

History of Slavery Tour in Williamsburg

The only tour in Williamsburg that gives the history of slavery in one presentation. We discuss what is and is not slavery. We debunk the...

1 hour • Free Cancellation
4.8 (50)
from
$25
Boat Tours of Chincoteague & Assateague - Wild Ponies

There's a reason that our customers come back year after year. Our goal is to provide an informative and relaxing experience that will allow for …More

Likely to Sell Out
Likely to Sell Out
5.0 (172)

Boat Tours of Chincoteague & Assateague - Wild Ponies

There's a reason that our customers come back year after year. Our goal is to provide an informative and relaxing experience that will allow for...

2 hours • Free Cancellation
5.0 (172)
from
$78

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Satisfied
New York City
Colonial History Tour in Williamsburg Virginia
Q5430KJmargareth, Sep 2026
Satisfied
The guide, Elizabeth, was very informative and cordial. She had stories for each venue and included all of us. She was genuine.
Read more
Elizabeth gave a very informative and entertaining historical tour
New York City
Colonial History Tour in Williamsburg Virginia
Karen_R, Sep 2026
Elizabeth gave a very informative and entertaining historical tour
Historically accurate. Entertaining. A great experience. It would have been nice to go into some of the buildings. The prison was very interesting.
Read more
Jamestown and Yorktown trip.
New York City
Full Day Historic Guided Tour to Jamestown and Yorktown with Lunch
Z7101TEnancyn, Sep 2026
Jamestown and Yorktown trip.
The guide was very knowledgeable and helpful. Also a good driver.
Read more
Great walk through Williamsburg
New York City
Patriots Tour of Colonial Williamsburg or Williamsburg 101
ScottEmmaLee, Sep 2026
Great walk through Williamsburg
Great tour with guide Lonnie. We thought there was a minimum number of people to conduct the tour based on Cool Destinations's website. We thought it might be canceled due to light rain. We showed up at the historic capital building and found out the two of us were the only ones on tour with Lonnie. He said he does the tour with any number. Lonnie worked many years as an interpretive guide at Williamsburg. Now he leads tours. He is a wealth of information. He is very good at making the history interesting. We learned a lot about Williamsburg, its history, preservation, and what goes on today. We really enjoyed our night (8-9 PM) walk through pretty much empty streets of Williamsburg.
Read more
We had a very informative...
New York City
RVATukTuk Sightseeing Tour of Richmond
Audrey_G, Sep 2026
We had a very informative...
We had a very informative and fun tour of the city! We have visited Richmond 3 other times and yet never knew about so many of the sites that leaned of on our tuk tuk tour. Would absolutely recommend and would do again!
Read more
Lonnie is great! Can't recommend enough!
New York City
Patriots Tour of Colonial Williamsburg or Williamsburg 101
Zoe_G, Sep 2026
Lonnie is great! Can't recommend enough!
Lonnie is so knowledgeable and engaging!! Highly recommend for anyone visiting the Williamsburg area. I would absolutely book again the next time I visit.
Read more
Sept 26
New York City
Full Day Historic Guided Tour to Jamestown and Yorktown with Lunch
luke_s, Sep 2026
Sept 26
Well paced and informative. The tour was led by Matt who was welcoming and knowledgeable. He went out of his way to make everyone feel involved and happy. The lunch was a surprising plus. Tasty and the team worked fast to serve us.
Read more
Excellent Experience
New York City
Virginia Private Custom Wine Tour from Charlottesville
C7503LKemilyw, Sep 2026
Excellent Experience
Such a sweet driver that was kind and maintained a very clean car. He took us to 3 different wineries that were all gorgeous. The first had my favorite wine, the second had great food, and the third had the photo opps I was looking for. Maintaining time and consideration for us, the driver exceeded expectation. I would highly recommend this tour!
Read more
Wonderful
New York City
RVATukTuk Sightseeing Tour of Richmond
Z229UGangelc, Sep 2026
Wonderful
Josh was wonderful,very informative and pleasant. We would highly recommend him and the tour.
Read more
Best Historical Tour Ever!
New York City
Historic Trolley Tour
ElizabethAnn_S, Sep 2026
Best Historical Tour Ever!
The trolley tour was fantastic. The tour guide Melissa, had a plethora of information and facts usually not related which impressed me, especially as I am a US History teacher!! Our driver, Linda, drove safely while allowing us great view even though it rained sporadically during most of the tour. ⭐️⭐️⭐️⭐️⭐️ for Melissa and Linda!!There does need to be a better explanation about parking your vehicle safely so you don’t park where you maybe in danger of your vehicle being towed. The GPS took us directly to the parking lot where the tour begins but it appears that’s not the actual parking lot for tour members.That’s my one and only suggestion to better things which is NOT a complaint about the tour guide and the driver who did a fantastic tour, especially considering it was raining as well!!
Read more
Great
New York City
We Shall Overcome: A Williamsburg Black History Experience
Amy_E, Sep 2026
Great
Engaging and provocative guide with exceptional knowledge of local history about the College of William and Mary as well as racial relations among municipalities.
Read more
This is a good tour. I...
New York City
Richmond Downtown Walking Tour
Stewart_C, Sep 2026
This is a good tour. I...
This is a good tour. I learned a lot about Richmond. The tour leader was knowledgeable and friendly.
Read more
Still learning at 101 ...
New York City
History of Slavery Tour in Williamsburg
FellowTraveler729770, Sep 2026
Still learning at 101 ...
Booked Lonnie for Mom, 101, and I, 68, to enjoy as a scooter adventure. It was fabulous. ... well-paced, provocative and intimate. Highly recommend!E. Y. Edmunds & A. Edmunds
Read more
Great trolly experience!
New York City
Historic Trolley Tour
953beckiet, Sep 2026
Great trolly experience!
The guide was excellent. It was a very educational tripbut done in a more conversational way than a classroom way. He pointed out a lot of buildings and had a story for each. I would definitely recommend it!
Read more
Saw an orb
New York City
Whispers of Williamsburg Haunted Ghost Tour with Add-on options
Linda_A, Sep 2026
Saw an orb
Alex was very knowledgeable and friendly. He answered all questions presented. Great evening…request Alex if possible Uploaded orb picture in window
Read more
Amazing tour!
New York City
Sunset Dolphin Kayak Tours
rachelrV7696SI, Sep 2026
Amazing tour!
This was such an amazing experience!! We seen so many dolphins! Even jumping and playing! Our guide Alex was great! Will definitely be doing this again!!
Read more
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