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Exploring Chincoteague Island through Kayaking: Best Time to Do It

August 30, 2023

Imagine gliding through calming waters, surrounded by wildlife and breathtaking scenery. Chincoteague Island, Virginia offers just that, and kayaking is one of the best ways to explore its beauty. This charming island located in Virginia’s Eastern Shore is famous for its wild ponies, untouched natural reserves, and of course, kayaking tours. But what’s the best time to go kayaking in Chincoteague? Keep reading to find out.

Spring is for the birds

bird watching while kayaking in Chincoteague

Spring (March to May) is an ideal time to visit Chincoteague if you’re an avid birdwatcher. The island is located on the migratory path of many bird species, and you’ll have the chance to spot some unique and rare species. Bald eagles, ospreys, and peregrine falcons are some of the birds you can encounter on your kayaking tour. The mild weather during this time of the year also makes it a perfect time for paddling.

Saddle Up for Summer

ponies on assateague island

Summer (June to August) is peak tourist season, which means the weather is hotter, and the waters are busier. However, if you’re looking for a more adventurous kayaking experience, this is an excellent time for you. Many tour companies offer sunset and night time kayaking tours during the summer months, which allows for a unique and different perspective of the island’s wildlife.

Fall into calmer waters

Chincoteague dock kayak

Fall (September to November) is another fantastic time to visit Chincoteague Island. The weather is cooler, and the crowds are fewer. The island’s wild ponies have their annual swim from Assateague Island to Chincoteague Island in July, but the fall round-up in October is a must-see for any horse lover. Kayaking during this time lets you witness the more serene and peaceful side of the island as the summer crowds have dissipated.

Chilly cheeks but fewer people

kayak in water close up

Winter (December to February) may not be the ideal time for a kayaking tour, but it’s still worth considering. Fewer tourists mean that you can enjoy the beauty of the island at your own pace and without interruptions. The cooler waters require you to wear a wetsuit, but the chance to see the bald eagles and other winter seabirds is worth the extra effort.

It’s all About Preference when kayaking in Chincoteague

Overall, the best time of the year to enjoy a kayaking tour in Chincoteague Island is subjective, depending on your preferences. Whether you’re an avid birdwatcher, horse lover, or just looking to explore the island’s tranquility, there’s a time of year for everyone. Just be sure to check the weather forecast before you book a tour, as conditions can change quickly.

Kayaking in Chincoteague: Top 5 Kayak Tours and Rentals

Chincoteague Kayak dock

1. Assateague Adventures Kayak Tours & Kayak Rentals

Assateague Adventures offers kayak tours and rentals in the beautiful Chincoteague Bay, Virginia. With over 20 years of experience, their friendly and knowledgeable guides will take you on an unforgettable paddling adventure. From guided eco-tours to fishing trips, they have something for everyone and can accommodate any skill level. They also offer a variety of rental options, from single kayaks to tandem kayaks and stand up paddleboards (SUPs).

2. Chincoteague Island Outfitters

Chincoteague Island Outfitters is a family-owned business that specializes in guided kayak tours of the Chincoteague Bay area. Their experienced guides will take you on a journey through some of the most beautiful and serene areas of the bay, providing you with an opportunity to explore nature at its finest. Whether you’re looking for a leisurely excursion or an adrenaline-filled adventure, they have something for everyone.

3. Assateague Explorer

Assateague Explorer is your one stop shop for all things paddle sports! From kayaking and canoeing to stand up paddleboarding (SUP), they offer it all! Their experienced guides will take you on a tour of the Chincoteague Bay area, providing a unique perspective of this beautiful region that only comes with being on the water. They also offer rentals if you’d like to explore on your own! They got some national coverage with a feature on Good Morning America. 

4. Chincoteague Paddlesports

Chincoteague Paddlesports is your go-to destination for all things paddling in the Chincoteague Bay area! They offer both guided tours and rentals so that you can experience this unique part of Virginia at your own pace. With their knowledgeable staff and top-of-the-line equipment, they guarantee an unforgettable adventure!

5. Big Papa SUP

Big Papa SUP is one of the premier stand up paddleboard companies in the Chincoteague Bay area. Their experienced guides will take you on an incredible tour through some of the most picturesque areas of the bay while teaching you about local wildlife and history along the way. They also offer SUP rentals so that you can explore independently if desired!

Book your stay and come on down!

blufin marina amenities pool and chairs

The beauty of Chincoteague Island, Virginia is unparalleled, and kayaking is one of the best ways to explore it. Whether you’re an experienced paddler or a first-time adventurer, there’s a tour company that can cater to your needs. The best time to enjoy this experience ultimately depends on your preferences, but by knowing the best times to visit, you can make the most of your adventure. So, pack your sunscreen, camera, and your sense of adventure, and head out to Chincoteague Island to discover the magic this place has to offer.

Here are some places to stay at for your Chincoteague adventure:

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