3 Must-Try Canoe & Kayak Experiences In Maryland

Discover Maryland's top canoe and kayak adventures, from wildlife-focused tours on Assateague to serene rentals on Sinepuxent Bay, perfect for all levels.

The 3 Best Canoe & Kayak Experiences in Maryland

Maryland’s waterways offer a surprising variety of paddling options, thanks to its extensive coastline, rivers, and bays. Unlike other states, Maryland combines wildlife-rich habitats with easy access from urban centers, making it an ideal spot for both seasoned paddlers and casual explorers. Whether you’re seeking a guided tour focused on wildlife and cultural history or just want the freedom of renting a kayak to explore at your own pace, Maryland’s paddling scene has something to offer.

One of the standout locations is Assateague Island, famous for its wild horses and salt marsh ecosystems. Here, you can paddle alongside the island’s iconic ponies, observe nesting birds, and learn about the area’s natural environment from knowledgeable guides. For those who prefer a less structured experience, renting a kayak for a solo paddle in the calm waters of Sinepuxent Bay provides a peaceful way to enjoy Maryland’s coastal beauty. To help you decide, we’ve rounded up the best canoe and kayak experiences on Maryland’s eastern shore, each offering something special.

Quick Overview

Our list features guided wildlife tours, perfect for those interested in learning about Assateague’s ecosystems with expert guides (guided Assateague kayaking). It also includes affordable kayak rentals on Sinepuxent Bay for independent explorers (single sit on top kayak rental) and group rentals for a shared adventure (double sit on top kayak rental). Now, let’s look at each experience in detail to see which best fits your plans.

1. Guided Assateague Kayaking and Wildlife Discovery Tour

Guided Assateague Kayaking and Wildlife Discovery Tour

At number one on our list is the Guided Assateague Kayaking and Wildlife Discovery Tour. This 2.5-hour experience offers a deep dive into Assateague’s ecosystems, guided by experts with extensive knowledge of the area’s flora, fauna, and history. The tour is designed to be interactive, with opportunities to see marine species, birds, and the island’s famous wild horses up close.

What makes this tour stand out is the focus on education combined with hands-on paddling. You’ll typically start on salt marshes, where the guides introduce you to Assateague’s varied wildlife, from crabs to marsh grasses. The guides’ 25 years of birding experience shine through as they help you identify different bird species. The tour is suitable for both beginners and experienced kayakers, with options for solo or tandem kayaks. It’s especially good if you want a well-rounded experience that combines adventure, wildlife viewing, and cultural insights.

Guests consistently praise the knowledgeable guides and the chance to see wild horses in their natural habitat—“Clamming was terrific, and our guide made tracking the wild ponies a highlight,” one reviewer wrote. The $75 price includes all gear and instruction, making it excellent value for the immersive experience.

Bottom Line: This tour is a perfect pick if you want expert-led wildlife encounters in a natural setting, especially for those eager to learn about Assateague’s ecology.

2. Single Sit on Top Kayak Rental at Assateague Island, MD

Single Sit on Top Kayak Rental at Assateague Island, MD

For those who prefer to explore independently, the Single Sit on Top Kayak Rental provides a flexible way to experience Assateague’s waters. Priced at just $38 per person for around two hours, this rental is ideal for solo adventurers or anyone comfortable navigating on their own. The kayaks are easy to handle, making this option accessible for beginners, yet satisfying for more seasoned paddlers.

The rental is located on the tranquil bayside of Assateague, offering calm waters perfect for spotting birdlife, such as ospreys, and other marine creatures. You can paddle at your own pace, explore salt marshes, or simply enjoy the peaceful surroundings. The key advantage here is freedom: no set itinerary, no guides, just you, your kayak, and Maryland’s natural beauty. This option is perfect for those who want a quiet solo trip or a relaxed outing with friends or family.

While you won’t have the guided commentary, you’ll still be able to see plenty of wildlife and enjoy the calming rhythm of paddling. Reviewers mention that the bay is ideal for kayaking during the calm seasons, and the price offers great value, especially for a spontaneous outing. Whether you’re an experienced paddler or new to the sport, this rental gives you the flexibility to craft your own adventure.

Bottom Line: Best suited for independent paddlers seeking a private, budget-friendly way to explore Assateague’s waterways at their own pace.

3. Double Sit on Top Kayak Rental at Assateague Island, MD

Double Sit on Top Kayak Rental at Assateague Island, MD

If you prefer sharing your adventure, the Double Sit on Top Kayak Rental offers a two-person kayak for around $55 for a two-hour trip. While this experience currently has no reviews, it’s designed for couples, friends, or families who want to explore together without the complexity of tandem kayaking. The boat is stable and easy to paddle, making it suitable for beginners or anyone wanting a relaxed trip with a companion.

This rental provides access to the same serene bayside waters as the single kayak option, meaning plenty of opportunities for wildlife viewing—especially birds and fish—as you paddle along the salt marshes. The shared experience can be more enjoyable for those who prefer company on the water or want to split the cost. It’s a straightforward, no-fuss way to enjoy Assateague’s natural beauty with someone special.

While this offering doesn’t include guided commentary or reviews, the price and format suggest good value for groups or couples looking for a simple, fun outing. You’ll want to go on a calm day, and it’s best suited for those comfortable paddling with a partner.

Bottom Line: Ideal for small groups or couples seeking an easy, shared paddle experience without the need for guiding services.

How to Choose

When picking among these Maryland canoe and kayak experiences, consider your budget, interest in wildlife, and desire for independence or guided insight. If you prefer a structured adventure with expert commentary, the guided Assateague Wildlife Tour offers in-depth learning and wildlife encounters. For a more flexible, budget-friendly solo outing, the single kayak rental provides freedom and tranquility. If sharing your experience is important, the double kayak rental is perfect for couples or small groups.

Think about your fitness level, comfort paddling alone, and whether you want guided insights or the solitude of exploring at your own pace. The best time for these activities is generally during the warmer months, from late spring to early fall, when wildlife activity is high and water conditions are calm.

Final Thoughts

Maryland’s paddle experiences range from guided wildlife tours to solo rentals on peaceful bayside waters. For those who want an in-depth connection with nature, the wildlife discovery tour offers expert insights and up-close animal viewing. If independence appeals more, the affordable single kayak rental makes exploring on your own easy and accessible. For groups or couples, the double kayak rental provides a simple way to enjoy the scenery together.

No matter which option you choose, early booking is advisable, especially during peak season. Maryland’s waterways promise quiet moments with nature and memorable sights—so get your paddle ready and plan your trip soon.