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All parking in Yorktown is free and you can take the free Yorktown trolley to explore different parts of town as well (or just for fun).
After that, head out on the water with a kayak tour via Patriot Tours and Provisions. Owners Scott and Louise scoured the globe for vintage light bulbs, antique tiles, and interesting books to transform the space into a two-story cafe with industrial-bohemian vibes.
The tour is curated based on your interests and curiosities. On the northern side of Richmond, the Gay Community Center plays host to a number of meetings and events, and also comes with a sizeable gallery space.
Although the bars based in Richmond's neighborhoods of the River District, Shockoe Bottom and Shockoe Slip tend to cater for a straight crowd, gay punters are most certainly welcomed.
Being so close to Williamsburg, Richmond is the place to come for gay pride festivals, playing host to the annual Virginia Gay Pride (VA PrideFest) each September on the Kanawha Plaza, and the Rainbow Over Richmond events (throughout September and October).
There’s also a marina on the James River where you can rent kayaks and canoes.
My partner and I stayed in a spacious one-bedroom ensuite condo. to 12 a.m. We ordered an array of appetizers to share including mac and cheese egg rolls, toasted herb focaccia tapenade, and fried Brussels sprouts (pictured below). My favorite part of this spot was the unique decorations and relaxed atmosphere, perfect for a casual dinner.
Day 4: Start your last morning with a visit to Duck Donuts before another adventurous day.
They have an extensive cocktail menu and delicious baked goods, but the star of the show is really their decor. We ordered their pineapple fried rice (pictured below), pad thai, and Thai vegetable spring rolls, as well as delicious mojito mocktails.
Day 2: Begin your second day with breakfast at Mobjack Bay Coffee Roasters in Yorktown.
We also enjoyed their breakfast buffet at Elements 1010, complete with a delicious omelet station, fresh fruit, French toast, unlimited coffee, and plenty of other breakfast options.
Kingsmill Resort & Spa is perfect for couples or families looking for a “home away from home.” Golf packages are available, too.
Now onto our recommendations on what to do and where to eat!
Four-Day Itinerary
Day 1: After checking into Kingsmill Resort, start your trip off with a scenic e-bike tour around Jamestown.
Friday through Sunday, with plans to expand their hours soon.
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If your trip is between May through July, you’re in luck—it’s lavender season!
If you have time, I highly recommend walking along Riverwalk Landing, exploring local shops or grabbing a snack and hanging out on the beach. I highly recommend starting off with their chaat of the day. Stroll through Yorktown Market Days, a vibrant outdoor farmers market (held every Saturday from April through October) where you can find everything from seasonal produce and breads to soaps, candles, honey, handmade crafts, and more.
I highly recommend their cauliflower burger and vegan chocolate cake.
In the afternoon, you can take a private tour of Colonial Williamsburg with Trish of Williamsburg Walking Tours. And if you have your own set of wheels, it is a mere one-hour drive away from Williamsburg, via Interstate I-64.
For those with a taste for the performing arts, the Richmond Triangle Theater is worth looking out for and regularly stages productions to suit the local LGBT community.
They have a fantastic selection of mocktails, as well as an extensive menu featuring made-to-order traditional Thai dishes. This popular bakery offers a variety of creative donuts that are made fresh every day.
From there, I recommend Go Ape! Zipline Treetop Adventure, an adventure park with zip lining, to experience a thrilling journey through the trees.
I’m still thinking about this meal!
Day 3: After breakfast, take a Historic Triangle Air Tour with Williamsburg Flight Center.
From art museums and outdoor activities to picking lavender at a local farm and kayaking on the river, Williamsburg is a unique place to visit that’s especially perfect for a summer gaycation!
Here's your guide to planning the perfect four-day trip to one of the most historic areas in the U.S.
Where to Stay
If you’re looking for an extended luxury stay, Kingsmill Resort & Spa is a great option.
Situated on the James River, Kingsmill offers three championship golf courses, multiple dining options, a fitness center, a luxury spa, an indoor and outdoor pool, and even a seasonal lazy river. We picked up some local lavender kombucha and enjoyed live music and views of the York River. She is a local historian and master storyteller.