Virginia’s coastal waterways offer outstanding paddling opportunities, with guided tours ranging from 2-4 hours.
The most rewarding routes wind through the Eastern Shore’s marshlands and Chesapeake Bay tributaries, where wildlife spotting is practically guaranteed.
The top tours consistently deliver three key experiences: watching bald eagles soar overhead, spotting the famous Chincoteague wild ponies, and passing historic lighthouses.
We particularly love the Assateague Island tours for their expert naturalist guides and the chance to see the ponies up close.
The Back Bay tours earn high marks for their smaller group sizes and patient instruction for beginners.
Let’s explore Virginia’s most memorable kayak and canoe tours.
Key Points
- Chincoteague and Assateague Islands offer serene waterways and diverse wildlife, including Chincoteague ponies, as part of guided kayak tours.
- Assateague Explorer’s kayak tours provide a Badge of Excellence experience and the opportunity to see wild ponies in their natural habitat.
- Assateague Adventures’ Chincoteague Pony Swim Kayak Tour offers a front-row seat to the annual pony swim event.
- Guided tours accommodate various skill levels and provide informative commentary on local wildlife from knowledgeable guides.
- Advance booking is recommended for popular kayak tours, especially during peak seasons, to ensure availability and a personalized experience.
Kayak Tour Along Assateague & Chincoteague Island, Virginia
If you’re seeking a unique way to learn about the natural beauty of Virginia’s coastal region, the Kayak Tour along Assateague & Chincoteague Island is an excellent choice.
Rated with a Badge of Excellence by Assateague Explorer Wildlife Cruise & Kayak Tour, this guided experience allows you to get up close to wild ponies in their natural habitat without disturbing them.
You’ll have the option to paddle in single or tandem kayaks, with all necessary equipment provided. The tour takes you along the picturesque waterways, with your knowledgeable guide sharing information about the local wildlife.
Reviewers praise the friendly and informative guides, as well as the incredible wildlife sightings, including bald eagles and the famous Chincoteague ponies.
While weather conditions can sometimes affect the paddling and visibility, booking during high tide is recommended for the best experiences.
With a maximum of 25 travelers per tour, this is an intimate way to learn about the natural beauty of this coastal region.
Read our full review: Kayak Tour Along Assateague & Chincoteague Island, Virginia Review
Book now: Check availability
Kayak Tour Around Chincoteague and Assateague Islands
For those seeking a guided journey through the serene waterways surrounding Chincoteague and Assateague Islands, the Kayak Tour around these captivating destinations is a must-try experience.
Operated by Assateague Tours in Virginia, this highly recommended tour allows you to discover the remote marshlands and diverse wildlife of Assateague Island, including the iconic Chincoteague ponies and a variety of bird species. The tour also provides scenic views of the historic 19th-century Assateague Lighthouse.
The Kayak Tour is suitable for both beginners and experienced paddlers, with all necessary equipment provided. Groups are kept small, with a maximum of 14 travelers, ensuring personalized attention from the knowledgeable and friendly guides.
Past participants have praised the guides’ accommodating nature and the overall positive experience, particularly for families. Whether you’re interested in wildlife spotting or simply appreciating the natural beauty of the area, this kayak adventure is an excellent way to learn about the serene waterways of Virginia’s coastal islands.
Read our full review: Kayak Tour Around Chincoteague and Assateague Islands Review
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Chincoteague Pony Swim Kayak Tour
The Chincoteague Pony Swim Kayak Tour 2025 with shuttle offers a truly unique opportunity to witness the iconic annual pony swim from the serene waters surrounding Chincoteague and Assateague Islands.
Operated by Assateague Adventures, this tour provides a front-row seat to the legendary event, allowing you to observe the wild horses as they swim from Assateague Island to Chincoteague Island.
During this 6-hour adventure, you’ll be outfitted with a kayak, life vest, and all necessary equipment. As you paddle through the picturesque waterways, you’ll enjoy snacks and the stunning natural scenery.
The tour departs from the east side boat ramp in Chincoteague, Virginia, and returns to the same location, making it a convenient and hassle-free experience.
With a maximum capacity of 100 travelers, this tour offers an intimate and exclusive opportunity to witness the Chincoteague Pony Swim.
Whether you’re a nature enthusiast, a pony lover, or simply seeking a unique adventure, this tour isn’t to be missed.
Read our full review: Chincoteague Pony Swim Kayak Tour Review
Book now: Check availability
Common Questions
What Type of Life Jackets Are Required for Kayaking in Virginia?
For kayaking in Virginia, you’re required to wear a U.S. Coast Guard-approved life jacket that fits properly. Don’t compromise your safety – stay afloat and visible with the right personal floatation device.
Are There Any Weight or Height Restrictions for Kayak Tours?
When it comes to kayak tours, weight and height restrictions may vary depending on the tour operator. It’s best to check with the specific company to ensure you meet their requirements for a safe and enjoyable experience.
Can I Bring My Own Kayak or Do I Need to Rent One?
You can typically bring your own kayak, but many tour companies require you to rent one from them. This ensures proper safety equipment and guidance. Check with the specific tour operator to see if you can use your own kayak.
Are There Any Discounts Available for Multi-Day or Group Kayak Tours?
Many kayak tour operators offer discounts for multi-day trips and group bookings. Check with the specific company to see if they have any promotions or package deals available to save money on your kayaking adventure.
What Should I Pack for a Successful Kayaking Adventure in Virginia?
When packing for a kayaking adventure in Virginia, bring sun protection, a swimsuit, water shoes, a dry bag for your essentials, snacks, and a waterproof phone case. Don’t forget to pack a personal flotation device and a small cooler with drinks.
The Sum Up
Explore the serene waters of Virginia’s Assateague and Chincoteague Islands by kayak. Paddle alongside wild ponies, discover hidden coves, and witness the iconic Chincoteague Pony Swim. These unforgettable experiences will leave you with cherished memories of Virginia’s stunning coastal landscapes. Don’t miss the chance to learn about the natural beauty of these enchanting destinations.