Painted city portrait of Chincoteague, VA — Assateague Lighthouse & wild pony swim, informed by Natalia Goncharova. — Assateague Lighthouse & wild pony swim

ASTRO Experiences · Chincoteague, VA

Experiences in Chincoteague, VA

Curated local experience providers on the ASTRO Network — tours, outings, food, and events worth remembering.

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Location: Chincoteague, VA×

Photo by Kaustubh Mulay
Boat Tours
Assateague Adventures Kayak Tours & Kayak Rentals
Chincoteague, VA
Assateague Adventures leads small-group kayak tours on the waters around Chincoteague and Assateague islands, with groups of up to 12 people. Guides focus on wildlife, including wild ponies, and on the history and ecology of the area, with morning, afternoon, and sunset tour options. The company also rents kayaks and offers golf cart and e-bike tours of Chincoteague.
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Guided Tours & Outfitters
Wave Island Adventures
Chincoteague, VA
Wave Island Adventures is a family-owned boat and jet ski tour company on Chincoteague Island, based at the Island Resort Hotel. Its boat tours cover the backwaters of Chincoteague and Assateague, with wildlife, sunset and pony swim options. Its one-hour jet ski tours of Assateague Island offer sightseeing for wild ponies, dolphins and waterfowl.
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Photo by Jan van der Wolf
Boat Tours
Sea Rocket Water Adventures- Chincoteague Island
Chincoteague, VA
Sea Rocket Water Adventures rents boats and jet skis from BluFin Bungalows and Marina Resort on the southern end of Chincoteague Island. Its fleet includes double decker party pontoons, Landau pontoons, fishing skiffs and guided jet ski eco tours, along with a boat and jet ski club. Guests can also watch the wild pony swim from the water.
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Boat Tours & Guided Hunting
Chincoteague Island Adventures with Captain Randy
Chincoteague, VA Area
Specializes in wild pony boat tours, nature excursions, and guided waterfowl hunting, offering trips to see ponies, dolphins, and wildlife.
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Photo by Kaustubh Mulay
Boat Tours
Chincoteague Boat Tours
Chincoteague, VA
Chincoteague Boat Tours offers boat and kayak tours through the marshlands of Virginia's Eastern Shore, focused on the wild ponies, wildlife, and islands of Chincoteague and Assateague. The company provides private tours for couples and families as well as eco tours around the islands. Pontoon boat tours are also offered.
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Boat Tours
Captain Dan's Around The Island Tours
Chincoteague, VA
Captain Dan's Around the Island Tours runs narrated two-hour boat tours from Chincoteague Island, Virginia, to see wild ponies, dolphins, and eagles on Assateague Island. The company also offers a foal patrol tour, and pontoon boats are available for rent. Guests are taken along a shoreline route with commentary on local history.
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Private Chef & Catering
Wild Pony Provisions
Chincoteague, VA Area
Offers custom catering, private chef services for vacation rentals and homes, and cooking classes on Chincoteague Island.
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Guided Tours & Outfitters
Saltwater Pony Tours
Chincoteague, VA
Saltwater Pony Tours runs boat tours from Curtis Merritt Harbor on Chincoteague Island, searching the bays around Chincoteague and Assateague for wild ponies and wildlife. The two-hour narrated tour uses shallow-water-capable boats led by local captains, and a private option serves groups of up to six. Routes adjust to tides, weather and wildlife activity.
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Image: Barnacle Bill's Wild Pony Boat Tour's website
Boat Tours
Barnacle Bill's Wild Pony Boat Tour
Chincoteague, VA
Barnacle Bill's Wild Pony Tours runs narrated boat tours from Chincoteague, Virginia, around Chincoteague and Assateague islands, with sightings that can include ponies, dolphins, and bald eagles. Each tour is narrated live by a local captain and lasts roughly 90 minutes to 2 hours. Group and private options are offered, and the boat has forward-facing seating and a canopy.
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Wellness Services
Blissed
Chincoteague, VA Area
Provides modern relaxation therapy sessions in a retreat setting, utilizing touchless massage and sound therapy for stress relief and well-being.
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Image: Up the bay pony tours llc's website
Boat Tours
Up the bay pony tours llc
Chincoteague, VA
Up the Bay Pony Tours, LLC runs boat tours from Curtis Merritt Harbor on Chincoteague Island, cruising the waters of Chincoteague and Assateague in search of wild ponies and wildlife. Options include a two-hour private tour for up to six passengers and a two-hour public tour that other guests can join. The tours use a tritoon boat.
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Image: Fish Tales' website
Fishing Charters
Fish Tales
Chincoteague, VA
Fish Tales runs fishing charters from Chincoteague, Virginia, with near-shore bay trips, ocean trips up to 15 miles offshore, shark fishing, and an Eastern Shore adventure that includes clamming and crabbing. Boats carry up to six passengers and are run by licensed captains, with a mate who baits hooks and cleans the catch. Fishing gear and licenses are provided.
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Image: Assateague Explorer Cruises & Kayaking - See Wild Ponies & Wildlife's website
Boat Tours
Assateague Explorer Cruises & Kayaking - See Wild Ponies & Wildlife
Chincoteague, VA
Assateague Explorer operates narrated boat cruises and kayak tours from Chincoteague, Virginia, into the waterways along Assateague Island. Its trips focus on wild pony viewing, dolphins, and birds, and include a pony express nature cruise, a sunset wildlife cruise, and a combined tour. Private cruises and group tours are also offered.
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Photo by Jan van der Wolf
Boat Tours
Captain Casey's Island Cruises
Chincoteague, VA
Captain Casey's Island Cruises offers private boat tours of up to six guests around Chincoteague Island on a 24-foot tri-toon. Options include an enjoyment cruise, a wildlife cruise that searches for ponies, dolphins, eagles, and ospreys, and a three-hour cruise around the whole island. Tours can be customized to the guests' plans.
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Image: Cowboy Cruise Company's website
Boat Tours
Cowboy Cruise Company
Chincoteague, VA
Cowboy Cruise Company runs small-group boat tours through the coastal marshes around Chincoteague and Assateague islands, exploring up to 25 miles of creeks, bays, and coves. The tours are led by a pony expert who is involved in managing the wild herd. Hands-on activities include oyster tasting, shucking, and clam digging, with wildlife viewed from the water.
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Photo by Tom Fisk
Guided Tours & Outfitters
Captain Barry's Back Bay Cruises
Chincoteague, VA
Captain Barry's Backbay Cruises runs two-hour eco-tours through the Chincoteague marshes for families and groups of up to six. Guests may pull crab pots, learn how oysters grow, collect shells at Shell Island, and hunt for jellyfish. The captain, who has operated the tours for more than 30 years, leads hands-on, educational trips and adjusts each one to current marsh conditions.
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Bike Rentals & Tours
The Bike Depot
Chincoteague, VA
The Bike Depot rents pedal-powered bicycles and beach gear on Chincoteague Island, set near the entrance to the Chincoteague National Wildlife Refuge trails. Bikes range from child seat models to large frame cruisers, and the shop offers umbrellas, chairs, boogie boards and coolers. Reservations are not accepted, and each rental includes trail maps and advice.
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Image: Funland Amusements' website
Amusement Park / Theme Park
Funland Amusements
Chincoteague, VA
Funland Amusements is an outdoor amusement park on Maddox Boulevard in Chincoteague, Virginia, located next to Maria's Restaurant. Its attractions include go karts, mini golf, an arcade, bumper boats, a treasure post, Spider Mountain and carnival rides and games. Operations are weather permitting, as the park notes on its site.
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Image: Chincoteague Island Tours' website
Guided Tours & Rentals (Kayak, E-Bike, Golf Cart)
Chincoteague Island Tours
Chincoteague, VA Area
Offers guided tours including kayak tours, e-bike pony tours, and golf cart tours, as well as kayak and paddleboard rentals, to explore Chincoteague and Assateague Islands.
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Kayak Rentals & Tours
Chincoteague Island Outfitters
Chincoteague, VA
Chincoteague Island Outfitters is a family-owned shop that rents kayaks, paddleboards, and bicycles, and sells vacation rental equipment and gifts on Chincoteague Island. The shop offers island delivery for rentals and operates a private kayak and paddleboard dock. Guests who leave from the dock can follow a self-guided route chosen according to the tides.
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Museum
Museum of Chincoteague Island
Chincoteague, VA
The Museum of Chincoteague Island is a non-profit organization dedicated to acquiring, preserving, and exhibiting objects of historical or cultural value to Chincoteague and Assateague Islands. Visitors can take a walk through Chincoteague history and learn about the islands’ people, culture, and heritage. The museum operates two locations, including the main museum and the Beebe Ranch.
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Photo: Leonard J. DeFrancisci · CC BY-SA 3.0 · via Wikimedia Commons · resized · Request removal
Photo by Kaustubh Mulay
Boat Tours
Daisey's Island Cruises
Chincoteague, VA
Daisey's Island Cruises operates pontoon boat tours from Chincoteague, Virginia, across the waters of Chincoteague and Assateague islands. Options include a scenic wildlife cruise on a larger pontoon, a six-passenger wildlife tour, custom private cruises, and an annual pony swim trip. The larger pontoons include onboard bathrooms, and tours focus on pony viewing, dolphins, and eagles.
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