The 12 Best Cruises And Boat Tours in Virginia
Virginia’s waterways offer a treasure trove of experiences—whether you’re searching for wild ponies on Assateague, eager to spot dolphins in the open ocean, or simply want to soak up a stunning sunset from the water. From 2-hour wildlife cruises to full-day pontoon rentals, this state packs plenty of aquatic adventures. Some tours focus on birdwatching, others on dolphin sightings, and a few are tailored for romantic sunset cruises.
In this guide, you’ll find detailed descriptions of each of the 12 top-rated boat experiences around Chincoteague, Assateague, and the broader Virginia coast. We’ll help you compare prices, durations, and highlights so you can pick the perfect outing—whether you want to see wild horses, go fishing, or enjoy a peaceful sunrise. Virginia’s waterways aren’t just pretty—they’re packed with wildlife, history, and unique moments waiting to be discovered.
1. Chincoteague’s Up The Bay Pony and Wildlife Tour by Boat
Starting with the most highly rated, this 2-hour tour offers a chance to spot wild ponies, dolphins, eagles, pelicans, and more. The guide’s local expertise spans over four decades, ensuring you get the most out of your adventure. The boat stays close to Assateague and Chincoteague Islands, with stops near the Pony Swim, Assateague lighthouse, and open ocean for dolphin sightings. The tour is wheelchair and stroller accessible, making it suitable for a wide range of visitors, and sunrise or sunset options allow for breathtaking photos or peaceful wildlife viewing.
This experience is valued for its personalized approach, with the captain asking about your interests to tailor the journey. The reviews praise the knowledgeable guide and close-up wildlife encounters, with one guest remarking, “Mike went above and beyond to make sure we saw everything.” At $75, it provides excellent value for a personalized boat tour in a wildlife-rich setting.
Bottom Line: Perfect for wildlife lovers and those seeking a flexible, educational experience with a local captain.
2. Grand Boat Tour around Chincoteague and Assateague Islands
This roughly 1 hour and 20 minutes guided tour from licensed local captains explores the full circumference of Assateague Island. Its focus is on providing comprehensive wildlife viewing and history lessons, with the highlight being a fantastic view of the Assateague Lighthouse from the water. The tour takes you around in a comfortable vessel, with the itinerary emphasizing the natural beauty and ecological importance of the island.
Guests consistently rate this experience highly for its informative narration and up-close views of ponies and birdlife. One reviewer said, “Captain John pointed out sights that I would have missed on my own,” emphasizing the depth of local knowledge. At $89, it offers a slightly longer, more in-depth look at the islands’ wildlife and history, making it worthwhile for those interested in a well-rounded tour.
Bottom Line: Ideal for travelers who want a detailed, scenic cruise with expert insights into local history and wildlife.
3. Sunset Wildlife Cruise along Assateague & Chincoteague Island
This sunset cruise lasts about 1.5 to 2 hours and offers a chance to experience the islands during the golden hour. As you sail through inland waterways, you can expect to see wild ponies, dolphins, eagles, and an array of seabirds, all bathed in the soft glow of sunset. The expert narration provides fascinating tidbits about the islands’ history and wildlife, enriching the visual feast.
Guests rave about dolphin sightings and the spectacular scenery at this time of day. One noted, “Captain Shane was super knowledgeable, and we saw a lot of wildlife in the beautiful light.” At $89, this cruise balances affordable pricing with a memorable view, making it perfect for couples or anyone wanting a peaceful, scenic experience.
Bottom Line: Best for sunset chasers and wildlife enthusiasts wanting a relaxed, picturesque cruise.
4. Small-Group Sunset Boat Tour around Chincoteague & Assateague Islands
For those who prefer intimacy, this small-group sunset tour lasts around an hour and offers exclusive views of the islands at dusk. The boat cruises along the scenic waterways, providing stunning photography opportunities and wildlife sightings—ponies, dolphins, and birds in their natural habitat.
The guide’s knowledge and environmental care stand out, with reviews highlighting the “great tour” and “exceptional views.” At $89, it’s a bit more exclusive than larger tours, but the shared experience fosters a more personalized connection with both nature and your guide.
Bottom Line: Excellent for travelers who want a more personalized, quiet experience during the enchanting sunset hours.
5. Chincoteague and Assateague Birdwatching Boat Tour
This 1 hour and 20-minute tour targets bird enthusiasts eager to see native avians in their natural environment. The boat ventures into marshlands and waterways to find species like herons, egrets, ospreys, and perhaps bald eagles. The guide specializes in birding, offering insights into each species’ habits and habitats.
Rated 5 stars by those who appreciate this niche experience, one reviewer said, “Great experience with a knowledgeable guide,” emphasizing the focus on remote areas that are hard to access otherwise. Priced at $89, it’s a worthwhile outing for serious birders or curious nature lovers wanting a quiet, wildlife-rich excursion.
Bottom Line: Perfect for birdwatchers and anyone interested in the island’s avian diversity.
6. Wild Pony Watching Boat Tour from Chincoteague to Assateague
This 1.5 to 2-hour narrated tour offers a relaxed opportunity to see wild ponies without walking the island. The boat takes you along the shoreline of Assateague, with live narration about the ponies’ habitat and behavior. It’s a comfortable way to observe these iconic animals in their natural environment.
Reviewers highlight the scenic views and informative commentary, with one noting, “Great chance to see ponies and enjoy the scenery.” Priced at $89, it’s a good compromise between sightseeing and wildlife observation, especially if you prefer to avoid walking or driving.
Bottom Line: Ideal for those who want a laid-back, educational encounter with the ponies.
7. Private Sunrise Boat Tour Around Chincoteague Island
For early risers or romantics, this private sunrise tour lasts about an hour and takes in the beautiful dawn light coastlines. The boat explores remote areas of Chincoteague and Assateague, giving you an intimate chance to photograph the islands in the peaceful early morning.
Rated 5 stars by the few who’ve experienced it, this tour is a unique way to see the wildlife waking up and the islands bathed in sunrise. At $119 per person, it’s more expensive but offers exclusivity and a tranquil atmosphere.
Bottom Line: Best for romantics, photographers, or those wanting a truly peaceful start to the day.
8. 8-Hour Pontoon Boat Rental in Chincoteague Island, VA
Looking for complete freedom? This full-day pontoon rental gives you the flexibility to explore at your own pace. Costing $899.99 for up to 10 people, you can cruise along the coast, visit hidden coves, or even anchor for a picnic.
While it requires some planning and a boat license if you’re driving yourself, it’s perfect for groups wanting a customized water adventure. The rental includes equipment and safety gear, promising a safe and memorable day.
Bottom Line: Excellent for families or groups eager for independence and a full day on the water.
9. Chincoteague Dolphin Watching Boat Tour
This 1 hour and 20-minute tour specializes in dolphin sightings, taking you to the most promising locations in the area. Captain John’s 50 years of experience ensures you’re in good hands while searching for these playful mammals.
Guests praise the up-close dolphin encounters and informative narration. One reviewer said, “We saw many dolphins up close in the inlet,” highlighting the thrill of this specialized experience. Priced at $88, it’s a great pick for wildlife lovers who prioritize marine mammals above all.
Bottom Line: Ideal for dolphin enthusiasts or those seeking a focused marine wildlife experience.
10. 2-Hour Sunset Pontoon Boat Rental in Chincoteague Island, VA
This 2-hour pontoon rental provides a flexible way to enjoy Chincoteague’s waters at sunset. It’s a self-guided experience, allowing you to craft your own route—whether floating in the queen sound or cruising along channels. The breathtaking scenery makes it a popular choice for couples and solo travelers alike.
Costing $199.99 per group, it’s a straightforward way to enjoy the islands at your own pace, especially if you’re comfortable navigating a boat. Reviewers mention the beautiful scenery and peaceful environment.
Bottom Line: Perfect for those seeking a private, relaxed sunset experience with a bit of freedom to explore.
11. 4-Hour Fishing Skiff Boat Rental in Chincoteague Island, VA
For anglers eager to cast their lines, this 4-hour skiff rental is an excellent choice. Costing $159.99 for up to 4 people, it offers a tailored fishing trip on Chincoteague’s waters, with no guides involved—just bring your tackle and enjoy the day.
While this option doesn’t include a guide, it’s great for experienced fishermen or those wanting to try their luck in a renowned fishing spot. The experience promises peace, solitude, and the thrill of the catch. No reviews are available yet, but the value is clear for groups wanting independence.
Bottom Line: Best for seasoned anglers or groups wanting a flexible fishing trip.
12. 2-Hour Sunset Skiff Boat Rental in Chincoteague Island, VA
This short, 2-hour rental is a simple way to enjoy the beautiful sunset scenery from the water. The self-guided experience means you choose your route, with options to drift in Queen Sound or cruise channels. It’s a popular choice for couples or solo explorers wanting an easy, scenic end to the day.
At $129.99, it’s an affordable, flexible option if you already know the area or want a relaxed way to enjoy the evening. Reviewers appreciate the breathtaking views and peaceful environment.
Bottom Line: Great for spontaneous, low-key sunset viewing in an intimate setting.
How to Choose the Right Virginia Boat Tour
Picking among these options depends on what kind of experience you’re after. If wildlife and nature are your focus, the up the bay pony and wildlife tour or the birdwatching tour are top picks. For marine mammals like dolphins, the dolphin watching tour is your best bet. If you want a romantic or peaceful moment at sunset, the small-group sunset cruise or sunset pontoon rental fit the bill.
Your budget, physical comfort, and how much time you want to dedicate will influence your choice. For a full day on the water, the pontoon rental is ideal. If you’re traveling with family or a group, consider the private sunrise tour or the 8-hour pontoon.
Booking early is strongly advised, especially for popular sunset and dolphin tours, as they fill up quickly during peak seasons. The best times tend to be spring and fall, when wildlife activity peaks, but summer offers longer days for exploring.
Final Thoughts
Virginia’s coastal waterways provide a rich mix of wildlife encounters, scenic cruises, and relaxing boat rentals. Whether you’re after adventure with dolphins and ponies, birdwatching in marshlands, or simply want to enjoy a sunset over the islands, there’s a tour suited for you.
Among the standout options are the up the bay pony and wildlife tour for its personalized approach, the sunset wildlife cruise for its breathtaking views, and the full-day pontoon rental for groups seeking independence. Whatever your style, booking your spot ahead will ensure you don’t miss out on these memorable aquatics adventures.
Enjoy your time on Virginia’s waters—there’s no better way to see the islands and their remarkable wildlife than from the deck of a boat.