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The Ultimate Guide to Chincoteague Island VA

Sunset over the Chincoteague Channel

Chincoteague Island is a small-town beach community located on Virginia’s eastern shore (only 7 miles long and 3 miles wide) that has that southern charm that makes it so special with so much to explore and do. Waking up to beautiful sunrises and ending your day with stunning sunsets, Chincoteague should be on your list of places to visit, at least once if not more, in your lifetime. Chincoteague has something for everyone from families with young children to retired folks, this community is one to be enjoyed.  

Chincoteague Islands Wild Ponies

See the famous Chincoteague ponies

See the In my opinion, this is the real reason everyone goes to Chincoteague, the wild ponies.  They are simply beautiful in their environment and are truly a sight to see.  It’s a short ride from anywhere on the island to get to Assateague Island National Seashore where you can experience these fine animals.

The ponies are “owned” by the Chincoteague Volunteer Fire Department and they give them healthcare and food when needed.  They are allowed to live on Assateague Island by a special permit from the US Fish & Wildlife Service.

During July, the “saltwater” cowboys (who are Chincoteague volunteer fire company) round up the ponies for the annual Chincoteague pony swim and auction.  This event began in 1925 after the forming of the Chincoteague Volunteer Fire Department, to raise money for firefighting equipment.  This was the outcome of two damaging fires that destroyed many acres on the opposite sides of the island.

During this event, you can see the ponies swim over the Assateague Channel to Chincoteague.  There is a parade of about 100 ponies, in the heart of town, making their way to the carnival grounds where they are rested until the auction the following morning(Friday) at 8 am.  This happens the last Wednesday before the last Thursday of July every year.  The unsold ponies are then returned to Assateague Island on Friday.  All monies from this event go to the fire department to supply firefighting services to the town.

This event draws about 40,000 spectators from around the world each year.

Assateague Island Lighthouse
Assateague Island Lighthouse

Visit Assateague Island National Seashore

The Virginia portion of Assateague Island National Seashore offers the peacefulness and the beauty of what you’ve come to expect from our national park service. It’s a short car or bike ride to  chincoteague national wildlife refugee and you aren’t even charged the national park fee when you arrive by bicycle.

Not only can you see the wild ponies and other wildlife on miles of trails for walking and biking which are easy-level paths enjoyed by everyone. You can climb the lighthouse, go to the sandy beaches, and take a refuge bus tour. See our article for more detailed information on Things to do on Assateague Island.

Enjoy some Ice Cream

There are many choices in this small island to get your daily ice cream fix.  From homemade to soft serve to cookie ice cream sandwiches, ice cream is a big part of the history of this beach community. In addition to the fine ice cream they serve, all of these places serve fresh coffee all day. So when you need your coffee fix go to the local ice cream shop! 

Island Creamery

A landmark since 1975, This popular spot offers homemade ice cream with a variety of unique flavors inspired by local farmers and creative ideas. Their signature flavors include Bourbon Caramel Crunch, Marsh Mud, and Pony Tracks. The ice cream here is known for being rich and creamy, and they’ve even been voted the best ice cream shop in America​.

Location: 6243 Maddox Blvd, Chincoteague Island, VA 23336

Mister Whippy

​If you’re a fan of soft serve, Mister Whippy is the place to go. They offer a variety of options, including sundaes, shakes, banana splits, and their famous cyclones. The family-owned and operated shop has been delighting visitors since 1991​.

Lil whippy is located inside Mister Whippy and serves a variety of homemade fresh donuts and cupcakes as well as bagels, cinnamon rolls, and muffins. All kinds of fresh hot and iced coffees and teas are available all day long.

Location: 6201 Maddox Blvd, Chincoteague Island, VA 23336

BYOC Build Your Own Cookie

Build Your Own Cookie(BYOC) is a seasonal food truck that serves warm homemade cookies topped with ice cream and toppings. They offer 5 different kinds of cookies including cake batter sugar, chocolate chip, and fudgy brownie.  Add your favorite choice of 15 ice cream flavors and top it off with different toppings and candy and you are in for a treat. For a unique dessert experience, you can also check out Build Your Own Cookie. They offer a mix of ice cream and cookies to create your perfect dessert

Location: 6503 Maddox Blvd, Chincoteague Island, VA 23336

Muller’s Old Fashioned Ice Cream Parlor

Muller’s offers an old-fashioned ice cream experience with a variety of options, including sundaes, malts, and even Dole Whip. The decor is fun and kitschy, and they also serve Dominion root beer on tap​ 

Location: 4034 Main St, Chincoteague Island, VA 23336

Ride Chincoteague Island’s the Pony Express

Chincoteague Island, VA offers a seasonal trolley service known as “The Pony Express,” which provides convenient transportation around the island. The service covers most of the island, including many hotels, restaurants, shops, parks, and recreational areas. The trolley operates on fixed routes and has stops at several key locations.

The fare for the trolley is $0.50 per person, and exact change is appreciated. Free ride tokens are also available at local businesses. The trolley service is wheelchair accessible and welcomes all passengers. Additionally, during special events like the Chincoteague Seafood Festival and the Chincoteague Oyster Festival, the trolley service is free from 10 am to 5 pm and then $0.50 or two tokens from 5 pm to 10 pm 

If you need a pick-up at specific locations like the Chincoteague High School or Curtis Merritt Harbor, you can call the dispatcher at 757-854-8575 to request a trolley​​. The service is open to the public and provides a great way to explore Chincoteague Island. For more information, including routes and schedules, you can check out the Chincoteague Chamber of Commer.

Eat at a Food Truck

The town of Chincoteague is famous for the varity of food trucks they have during the summer months each offering unique and delicious options:

  1. Blackfin
    This health-conscious food truck operates from a transformed school bus and offers dishes made with fresh, local ingredients. The owner, a surfer-turned-entrepreneur, ensures all sauces are made in-house. They are closed for the season but have occasional pop-up dates .
    • Address: 6207 Maddox Blvd, Chincoteague Island, VA 23336
  2. BETTER.
    This food truck specializes in chef-made meals using fresh, local ingredients. They offer hearty sandwiches, tasty soups, and seafood, with a focus on eliminating artificial ingredients .
    • Address: 6507 Maddox Blvd, Chincoteague Island, VA 23336
  3. Amarin Banh Mi
    This food truck serves delicious and authentic Vietnamese banh mi sandwiches, made fresh daily by the two women who operate it. They use French-style baguettes and offer options like roast pork banh mi with pate and fresh herbs​​​.
    • Address: 6141 Maddox Blvd, Chincoteague Island, VA 23303
  4. Woody’s Serious Food
    An outdoor beach-themed food truck specializing in barbecue and smoked chicken, Woody’s offers homemade sides, desserts, and beverages​​.
    • Address: 6700 Maddox Blvd, Chincoteague Island, VA 23336
  5. Lily’s Little Mexico
    This Mexican food truck offers a variety of tacos, burritos, and other dishes. Their Cajun shrimp taco and barbacoa taco are among their specialties​ ​.
    • Address: 7059 Maddox Blvd, Chincoteague Island, VA 23336
  6. Having A Meltdown
    This food truck offers a range of delicious sandwiches, such as the “Phat Philly” and “Savage Reuben.” They also serve loaded waffle fries and other treats​ .
    • Address: 4474 Chicken City Rd, Chincoteague Island, VA 23336
  7. Cosa Pizza
    This mobile food truck serves wood-fired brick oven pizza, including vegan and gluten-free options. They also offer sandwiches and desserts​
    • Address: 6175 Maddox Blvd, Chincoteague Island, VA 23336
  8. Pico Taqueria
    Known for their gourmet tacos, Pico Taqueria offers unique combinations like cornmeal fried oysters with pickled carrots and daikon, as well as seared shrimp with chipotle creme​
    • Address: 6382 Maddox boulevard, Chincoteague Island, VA 23336

Each of these food trucks offers something special, and you’re sure to find something you love among them!

Also Sandy Pony Donuts makes all flavors of homemade donuts and is a great place to get coffee.  They also have homemade teas.  

Go Shopping

As one would expect from a beach community, Chincoteague shopping offers beach related souvenirs as well as ponies everywhere.  You can find beautiful shells at all the stores and are also sold on many front lawns throughout this community. There is fresh water taffy, fudge, jerky, kites and beach towels and clothing everywhere. Even the local pharmacy has a nice gift shop that is worth going to view.

Of the many shops to choose from, my favorites were The Brant, (children can enjoy building their own plush pony), Pony Tails Candy Shop, Eclectic Beachcomber and Classy Hipsy.  Most of these shops are located either on Main Street or Maddox Blvd.  Island Foods Great Valve is the only grocery store on the island located on 6277 Cleveland Street, right off Main Street. Tom’s Cove Campground store also has some groceries as well as souvenirs and fishing equipment.

Water park on Chincoteague Island

Go to Maui Jack’s Waterpark

Maui Jack’s Waterpark is a popular family-friendly attraction on Chincoteague Island, VA. The waterpark offers a range of fun activities and amenities, ensuring a great time for visitors of all ages.

Features

  1. Water Slides
    Maui Jack’s has thrilling water slides for those seeking an adrenaline rush, including a variety of twisty, fast-paced slides.
  2. Lazy River
    The waterpark features a relaxing lazy river where you can float along and enjoy the scenery.
  3. Kids’ Play Area
    The waterpark caters to younger children with a dedicated play area featuring smaller slides, splash zones, and interactive water features.
  4. Wave Pool
    Visitors can enjoy the wave pool, which provides a beach-like experience with fun waves to play in.
  5. Private Cabanas
    For a more exclusive experience, Maui Jack’s offers private cabanas that you can rent for the day. They come with seating, shade, and other amenities.
  6. Food & Drink
    The waterpark has a concession stand where you can grab snacks, meals, and refreshing beverages.

Location & Hours

  • Address: 6559 Maddox Blvd, Chincoteague Island, VA 23336
  • Phone: (757) 336-3111
  • Hours:
    • Monday – Sunday: 11:00 am – 6:00 pm

Tickets

Tickets for Maui Jack’s Waterpark can be purchased online or at the gate. They offer single-day tickets, season passes, and group rates. Additionally, the waterpark provides discounts for military personnel, seniors, and young children.

Go Fishing or Crabbing

There are fishing docks and piers located all over Chincoteague Island.  Surf fishing is also a popular sport here. There are numerous companies offering charter boats and fishing trips throughout the year.  Crabbing and clamming are also very popular on the island.

You can catch crabs with a net and baited line with anything on the end of it even chicken! The line needs to be long enough to sit at the bottom of the water, when you feel the crab’s nipples at the bait you scoop in with your net and get them. Just remember crabs need to measure 5” from the back shell point to point to keep them.

Clams are also plentiful in this area especially easy at low tide. The best way to calm is with a “clamming rack” in shallow water.  Dig the rack into the sandy water and see the clams.  Another way is to look for signs in the sand, such as bubbles and by digging under the surface of the sand you will find the clams.

Swan Cove Trail on Chincoteague Island, VA

Swan Cove Trail is a picturesque trail located in the Chincoteague National Wildlife Refuge on Assateague Island, VA. The trail is known for its stunning views and abundant wildlife, making it a must-visit for nature lovers and outdoor enthusiasts.

Trail Features

  1. Scenic Views
    The trail offers beautiful views of the Atlantic Ocean, Chincoteague Bay, and the surrounding marshlands.
  2. Wildlife Watching
    Swan Cove Trail is a great spot for birdwatching and observing other wildlife, including the famous Chincoteague ponies.
  3. Beach Access
    The trail leads directly to the beach, allowing visitors to enjoy the sand and surf.
  4. Easy Hike
    The trail is relatively short and flat, making it accessible for hikers of all skill levels.
  5. Accessible Trail
    The trail is wheelchair accessible, making it inclusive for all visitors.

Location & Access

  • Location: The trail is located within the Chincoteague National Wildlife Refuge, accessible via Beach Road.
  • Hours: The refuge is open daily, though hours may vary depending on the season. It’s best to check with the refuge for current operating hours.
  • Fees: There is an entrance fee for the Chincoteague National Wildlife Refuge, which provides access to all the trails and the beach.

Activities

  • Hiking
    Swan Cove Trail is perfect for a leisurely hike or stroll while enjoying the natural beauty of the area.
  • Birdwatching
    The trail is a popular spot for birdwatchers, offering the opportunity to see a variety of species.
  • Beach Activities
    The trail provides easy access to the beach, where visitors can swim, sunbathe, or simply relax.

Tips for Visiting

  • Bring Binoculars
    The trail offers great opportunities for birdwatching, so bring binoculars to get a closer look.
  • Pack Water and Snacks
    While the trail is short, it’s a good idea to bring water and snacks, especially on hot days.
  • Check for Wildlife
    Keep an eye out for wildlife, including the Chincoteague ponies, which are often seen in the area.
Sunset over Chincoteague Channel
Sunset over Chincoteague Channel

Take in the Sunset

During your Chincoteague Island vacation, you must see a sunset. To watch the sunset you must be on the Chincoteague Channel which is by Main Street.  You can see this stunning sunset on a clear night from many restaurants and hotels located on the channel and also at Robert N Reed Waterfront Park also known as Love Park.

 Love Park, located at 4083 Main Street is a community park that has four huge Adirondack chairs spelling the word “LOVE”.  It’s a great place to take photos.  You can also see “Misty”, the status of the famous pony.  There is also a fishing pier with 10 boat slips and a pavilion.

Another park to see majestic sunsets at is the Donald J. Leonard Park located at 4586 Main St. This park also has picnic tables and kayak access. This park is pet-friendly.

At both of these parks, you can also see rocket launches from the NASA facility if you’re lucky to be in town when they have one.

Get up early to Watch the Sunrise

The sunrise is also stunning and can be seen on the Assateague Channel side of the island as well as at the beach on the Atlantic Ocean. At two of the campgrounds, the Jellystone Park (former KOA) and Tom’s Cove Campground you can wake up to this beautiful sunrise.  Also if you are staying anywhere on the Assateague Channel you can see the twin light of the Assateague Lighthouse at night.

Wallops Island/NASA Visitors Center

Wallop Island is the home to NASA Wallops Flight Facility which is located on your way to Chincoteague Island (6 miles). It’s the home to NASA facility and launch center. Although it’s not open for public tours, they have a visitor’s center that is open to the public Tuesday to Saturday from 10 am to 4 pm. Admission is free.

You can learn about the history of this facility and the programs that are conducted there.  This facility still launches rockets with the launch pad located 4 miles from the visitor’s center and you will have a clear view from the ground to the sky from there.  On major launch days, you would need to be at the facility 4 to 5 hours prior to the launch as it gets very crowded.

Take a Tour Boat Ride/Pony Cruise

Another relaxing way to view the ponies is to take a Pony cruise. These cruises also give you the opportunity to see waterfowl and dolphins too. Boat cruise companies also operate sunset cruises, clamming and crabbing tours and charter fishing experiences.

Some of the places that offer these cruises are:

  • Daisy’s Island Cruises is opened year-round where small or large groups can experience pony, waterfowl, dolphin and local history. They have a permit from the National Park Service that allows them to operate on their shores. This gets you up close to the wildlife on the refuge.
  • Captains Barry’s Back Bay Cruises offers an eco-expedition with hands-on experience. The tours are limited to six passengers so you can interact with the environment. You get to dig in the mud and work crab pots. It’s just an overall different fun adventure. They also have an adult only champagne sunset cruise you may want to check out.
  • Captains Dan’s Around the Island Tours has cruises 3 times daily, depending on the season, that goes around the whole island of Chincoteague. They also have pony tours.
  • Assateague Explorer offers Pony Watching/Wildlife Cruises and well as sunset cruises aboard a larger vessel with a bathroom. These cruises are usually between 1 1/2 and 2 hours long.
  • Chincoteague Island Adventures, owned and operated by Captain Randy, offers a truly local experience of the area with a smaller (only 6 passengers boat) and personal touch as he was born and raised on the island.

Go to the Farmers Market

Every Saturday morning from 9 am to 1 pm, the Cultural Alliance runs the Chincoteague Farmers Market located at 6309 Church Street where you can purchase fresh goods. They have everything from fresh produce to fresh seafood and also arts and crafts and attic treasures. The farmers market is open from the end of April to the end of October, every Wednesday from the middle of June to the end of August and on Tuesday during pony swim week.

On the Second Saturday of these months, Artful Flea Market is also at this location and runs from May to October.  This market offers arts, crafts, antiques, collectibles, and attic treasures.  They are open from 9 am to 2 pm.

For a small coastal town, the Cultural Alliance provides all kinds of wonderful activities in the community. Besides the farmers market, they also sponsor Music at the Dock, Movies in the Park, Monthly Coffeehouse with great musical talent and the Island Photo Contest to name a few.

Chincoteague Festivals

Besides the Pony Swim (mentioned above), Chincoteague has several festivals throughout the year.

  • The Easter Decoy and Art Festival are Friday and Saturday before Easter. Carvers and artists from all over sell and exhibit their work. There is also a silent auction of pre-owned carvings.
  • The Seafood Festival happens the first Saturday in May at Tom’s Cove Park and features great local seafood along with music and dancing. An arts and craft show is also part of this festival.
  • The Blueberry festival features the largest fine arts and craft event on the eastern shore of Virginia, live music, breakfast and lunch and everything blueberry that you can think of! It’s the third weekend in July.
  • Labor Day Weekend is Decoy Carvers & Artists Association Decoy Show and the last Saturday in September is the annual Chili Chowder Cook-Off and Car Show sponsored by the fire department.
  • The first weekend in December, Main Street turns into an Old-Fashioned Christmas Parade with a special guest appearance from Santa Claus.

These are only some of the events offered by numerous organizations in Chincoteague.  For more details and other events contact the Chincoteague Chamber of Commerce at https://www.chincoteaguechamber.com/

Cook a Seafood Dinner

There are lots of seafood markets offering all types of fresh seafood every day.  Being near the Chesapeake Bay area, crab is everywhere.  Oysters and clams are also plentiful here too.  There are four places to purchase fresh seafood on the island.

We went to Gary Howard Seafood located on Deep Hole Rd for crab cakes and clams.  Other places include Ricky’s Seafood & Produce (Beebe Rd), Chincoteague Shellfish Farms (East Side Rd) and Little Bay Seafood Market (Chicken City Road). You can also purchase fresh seafood at the farmers market when it opened.

Go Kayaking or Canoeing

The Chincoteague and Assateague Channels are the perfect places to go kayaking or canoeing. There is nothing like being on the water to calm your soul. There are 5 town docks where you can launch. If you don’t have your own, you can rent at Snug Harbor Marina, Big Papa SUP, and Chincoteague Island Outfitters.

You can also take a kayak tour if that’s more your style. These tours are a great way to see the ponies too. Tours are offered by Assateague Explorer, Chincoteague Kayak Tours, Chincoteague Nature Tours, and Snug Harbor Kayak Tours.

Chincoteague Fire Department Carnival Days

The Chincoteague Volunteer Fire Department has permanent carnival grounds on Main Street where every year their annual carnival runs every Friday and Saturday (closed on Sunday) from the last weekend in June through the end of July and every day from July 22 to July 27. Its also opened July 3rd and 4th. It’s fun for the whole family with carnival rides, food, art & crafts, raffles, and games.

Other Things to do on Chincoteague Island

The Island Theater is located at 4074 Main Street. It’s a single screen theater offering current movies. They also have special movie nights showing old classics.

Funland Amusement’s located at 6528 Maddox Blvd. has family fun for everyone. Play miniature golf, take a ride in a go-cart or bumper boat and play arcade games.  They even have a kids merry go round and rock wall.

Libertino Lanes is the only bowling alley on the island. Its located at 3649 Willow Street.  It’s something to consider especially on a rainy day.

Accommodations on Chincoteague Island

When visiting Chincoteague Island there are several different types of accommodations you can choose from. We are campers and stayed at one of the three privately owned campgrounds on the island.  (Note: There are no public campgrounds). There are many hotels and motels on the island with many different amenities covering all your needs. You could also choose from 4 Bed and Breakfast Inns.

If you are staying a week or longer there are several vacation house rental agencies offering multiple bedrooms and amenities to cover all your vacationing needs.  You can contact the Chincoteague Chamber of Commerce for a list of all available accommodations.

Conclusion

Chincoteague Island, VA, is a hidden gem on the East Coast, offering a delightful mix of natural beauty, charming attractions, and unique experiences. Whether you’re exploring the island’s pristine beaches, savoring fresh seafood, or immersing yourself in its rich wildlife and history, Chincoteague has something for everyone. The island’s welcoming atmosphere, coupled with its diverse range of activities, ensures that every visitor leaves with unforgettable memories. From the iconic Chincoteague ponies to the enchanting sunsets, Chincoteague Island truly is a destination worth exploring. So pack your bags, set your sights on this coastal paradise, and embark on an adventure filled with wonder, relaxation, and joy. Your perfect getaway awaits on Chincoteague Island.

Sunrise and sunset over Chincoteague Island Virginia

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14 thoughts on “The Ultimate Guide to Chincoteague Island VA”

  1. My brother’s family just spent a week there. They go annually. It’s on my list to visit. Thanks for a great overview of Chincoteague! It sounds just perfect!

  2. OMG! You did get a lot into this post! I loved reading it and it was in fact, one of the best things I read today.
    Who doesn’t love Mr Whimpy! It’s so popular here in the UK too.
    Your photos are gorgeous too. I wish …
    Must add to my bucket list.

  3. I just posted a similar post on my blog. We visit almost every summer, and absolutely love bringing our kids there!

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