We Rank Virginia’s 8 Top Canoe & Kayak Experiences

Virginia’s waterways are a treasure trove for paddling enthusiasts. With its diverse landscapes—coastal estuaries, mountain rivers, and saltwater bays—the state offers some of the most remarkably varied canoe and kayak experiences on the East Coast. Whether you’re after wildlife sightings, an adrenaline rush during the pony swim, or tranquil paddling in mountain scenery, Virginia’s waters have it all. We’re especially fond of the up-close wildlife encounters such as paddling among the Chincoteague ponies or searching for dolphins and native birds in Assateague’s protected waters. These tours are not just fun—they’re a chance to see nature in action, often with expert guides sharing fascinating insights.

For travelers eager to combine wildlife spotting with an active day on the water, Virginia’s offers are hard to beat. For example, the guided kayak tour to see ponies, dolphins, birds, and more (see more here) provides a personal and intimate wildlife experience. Meanwhile, the Chincoteague Pony Swim kayak tour (details here) offers a rare chance to witness the famous annual event from the water—truly a bucket-list moment.

Quick Overview

This list features a variety of kayak and canoe tours, from half-day wildlife excursions to special events like the Pony Swim. Some tours focus on local wildlife and scenic landmarks (like the Assateague Lighthouse), while others immerse you in the raw energy of the Pony Swim. Prices range from about $49 for self-guided rentals to $279 for guided Pony Swim experiences. Durations vary from 1.5 hours to full days, catering to different interests and fitness levels. Now, let’s dive into the details of each top-rated tour.

1. Guided Kayak Tour to see ponies, birds, dolphins and more

This tour offers a truly personalized wildlife adventure in Assateague’s coastal waters. For about $75 per person, you’ll spend roughly 2 hours paddling through coves, channels, and creeks on Chincoteague Island, searching for wild ponies, dolphins, and a variety of bird species. The tour emphasizes small-group experiences, which means you get plenty of one-on-one attention from your guide, Bailey, who is praised for his knowledge and engaging personality.

What makes this tour stand out is its up-close wildlife encounters combined with the opportunity to explore Assateague’s diverse habitats. Guests often talk about seeing ponies and dolphins in close proximity, making it a memorable experience. The tour also offers a chance to learn about local ecosystems directly from your guide, adding an educational edge to the adventure. The reviews are glowing, with a perfect 5-star rating from 72 reviews, citing the personal touch and wildlife sightings as highlights.

Bottom line: Ideal for those seeking a personalized, wildlife-centered kayak experience with a focus on coastal scenery and marine life. Be sure to book in advance, as spots fill quickly.

2. Kayak Tour around Chincoteague and Assateague Islands

This 1.5-hour tour is a fantastic way to explore the remote marshlands and get a good look at the famous Chincoteague ponies. Starting from Chincoteague Island, you’ll paddle towards Assateague Island, where the wild ponies graze freely. The tour includes a visit to the historic Assateague Lighthouse—built in the late 1860s—and provides all necessary kayaking equipment.

What sets this trip apart is its small-group setting, which allows your guide to give personalized attention and share detailed stories about the area’s wildlife. Many participants appreciate how close they get to the ponies and the variety of bird species that inhabit the marshes. The reviews mention the timing of the tour being perfect at high tide, allowing for better navigation and wildlife viewing, with guests like Basha being praised for her friendly, flexible approach.

Bottom line: Perfect for nature lovers and history buffs alike, this tour combines wildlife viewing with some local history, all within a comfortable, manageable trip.

3. Kayak Tour along Assateague & Chincoteague Island, Virginia

For a slightly longer adventure, this 2.5-hour kayak tour allows you to paddle along Assateague and Chincoteague, observing wild ponies, eagles, and shorebirds. You’ll explore both islands’ shores from the water, getting a naturalist’s view of wildlife without disturbing their habitat.

This tour is flexible, offering options for single or tandem kayaks and morning or afternoon departures. Guides share insights on local wildlife and environmental features, making it educational as well as fun. Guests mention the close encounters with ponies—including seeing a group of 12 horses—and the guide’s knowledgeable and friendly demeanor. Some note the kayaks with lower backs might be less comfortable for long paddles, but overall, the experience is highly rated.

Bottom line: Well-suited for avid wildlife enthusiasts looking for a longer, more immersive paddling experience.

4. Chincoteague Pony Swim Kayak Tour 2026 with shuttle

This is the ultimate bucket-list tour. For about $279, you get to kayak alongside the wild ponies during their annual swim from Assateague to Chincoteague—an event that’s been happening for over 99 years. The tour includes a shuttle service and a guided experience at Pony Point, giving you the closest view of the ponies crossing the channel.

This tour offers a rare and breathtaking perspective on the world-famous Pony Swim. Your guide ensures safety and optimal viewing, so you can focus on the spectacle. Reviews praise it highly, describing it as an amazing chance to see over 200 ponies herded by saltwater cowboys, a truly once-in-a-lifetime experience.

Bottom line: Best for adventure seekers and event lovers who want a front-row seat during this iconic event. Book early, as space is limited.

5. Kayak Rental on Shenandoah River in Luray Virginia

If you prefer to paddle independently, this self-guided kayak rental for around $58 offers 3 to 5 hours of quiet paddling on the Shenandoah River. You’ll enjoy mountain scenery, limestone cliffs, and abundant wildlife like bald eagles, herons, and osprey. The George Washington National Forest provides a stunning natural backdrop.

Guests note that the river’s gentle current makes for a relaxing trip, perfect for a family outing or solo adventure. You’ll need to bring your own gear if you want to fish, but the rental includes all necessary equipment. It’s a flexible option for those with their own schedules, and the pictures of the surrounding mountains speak for themselves.

Bottom line: Ideal for independent paddlers seeking a peaceful escape with spectacular mountain views.

6. Chincoteague Canoe Rental around Assateague Island

Offering a 4-hour canoe experience for $59 per person, this rental is perfect for those wanting more control over their exploration. Canoeing is a fantastic way to slow down and search for the world-famous ponies and rare bird species around Chincoteague and Assateague Islands.

While there are no reviews listed, the focus on exploring coastlines and searching for wildlife makes it a valuable option for dedicated nature lovers. The slower pace of canoeing allows for more intimate wildlife encounters and the chance to stumble upon quiet corners others might miss.

Bottom line: Best suited for adventurous families or groups wanting more time on the water and to customize their route.

7. Chincoteague Kayak Rentals around Assateague Island

This 4-hour rental for $49 provides a budget-friendly way to explore on your own. Kayaking on Chincoteague is a popular activity among visitors wanting flexibility and quiet time on the water. No guided elements are included, so it’s perfect for self-sufficient paddlers comfortable navigating independently.

While no reviews are available, the affordable price and ample duration make it an attractive option for those wanting to explore at their own pace. You can paddle out to see remote beaches or spot wildlife along the coastlines.

Bottom line: Suitable for experienced kayakers seeking independent exploration.

8. Assateague Island Kayak Tours and Ponies Experience

This 3-hour guided tour combines wildlife viewing with the thrill of kayaking during the Pony Swim. Priced at $250 per person, it offers an up-close view of the wild ponies at Pony Point, along with a guided experience that highlights the natural beauty and wildlife of Assateague.

Participants get a prime vantage point during the Pony Swim, making it a must-do for animal lovers. The guides are experienced and help ensure a safe, memorable experience viewing the ponies crossing the channel. While no reviews are listed, the detailed itinerary and focus on spectacular wildlife encounters make this a top pick for adventurous travelers.

Bottom line: Best for those wanting a luxurious, wildlife-focused experience with close-up pony viewing included.

How to Choose the Right Canoe & Kayak Experience in Virginia

When selecting your ideal water adventure, consider your budget, available time, and interest in wildlife or events. If you want a personalized wildlife encounter, the Guided Kayak Tour to see ponies, dolphins, birds and more (more info) is a top choice. For special events like the Pony Swim, the Pony Swim kayak tour (see details) offers an unforgettable experience. Those wanting independent exploration can go for self-guided rentals like the Shenandoah River kayak rental (details here).

Timing is key—book early for popular tours, especially during peak wildlife seasons or the Pony Swim. Consider comfort levels: guided tours provide expert insights and safety, while rentals give more flexibility but require confidence on the water. Think about your interest in history, wildlife, or simply paddling in mountain versus coastal scenery to find the best fit.

Virginia offers a remarkable array of canoe and kayak experiences. From wildlife-rich coastal tours to the excitement of witnessing the Pony Swim, there’s something for every paddler. For a personalized wildlife adventure, the Assateague wildlife tour is a winner, while the Pony Swim kayak experience is perfect for thrill-seekers with a taste for unique events. If you prefer independent exploring, rentals on the Shenandoah River or Chincoteague are excellent options. No matter your choice, booking early is wise—these experiences fill up fast.

Now, grab your paddle and get ready to see Virginia from a whole new perspective.