If you’re heading to Virginia’s Chincoteague Island and want to get a close-up look at its wild ponies and abundant wildlife, this boat tour might just be the highlight of your trip. While I haven’t taken it myself, the glowing reviews and detailed descriptions suggest it offers a genuine, well-run adventure — especially if you love nature, history, and authentic local experiences.
What really appeals is the chance to see wild ponies in their natural habitat, with the added bonus of spotting eagles, pelicans, dolphins, and other creatures that call the bay home. And the bonus? It’s a small-group experience, with a friendly, knowledgeable captain who’s been sailing these waters for over 40 years.
One thing to keep in mind: the tour’s about two hours long, and it costs $75 per person, which offers good value considering how much wildlife and local insight you get. It’s ideal for families, wildlife enthusiasts, or anyone who appreciates a laid-back, informative cruise.
If you’re looking for a quick thrill or a tour with lots of bells and whistles, this might feel a bit straightforward, but if you want authenticity and expert guidance, it’s a winner.
This experience made our article of The Top 10 Tours & Things To Do In Virginia.
- Key Points
- An In-Depth Look at the Tour Experience
- The Itinerary: What You’ll See and Do
- The Wildlife: What You Might Encounter
- Comfort and Accessibility
- Duration and Value
- The Reviewers Say It Best
- Practicalities and Booking
- Who Will Love This Tour?
- The Sum Up
- FAQ
- The Best Of Virginia!
- More Boat Tours & Cruises in Virginia
- More Tours in Virginia
- More Tour Reviews in Virginia
Key Points
- Authentic wildlife experience with chances to see ponies, eagles, pelicans, and dolphins
- Small-group size (max six travelers) for a more personalized experience
- Knowledgeable local guide with over 40 years of experience on the waters
- Accessible for most travelers, including wheelchair and stroller users
- Flexible tour options, including sunrise and sunset trips
- Good value at $75 per person for a two-hour, in-depth wildlife viewing
👉 See our pick of the The 2 Best Workshops & Classes In Virginia
An In-Depth Look at the Tour Experience
The tour begins at Up the Bay Pony Tours’ meeting point at Curtis Merritt Harbor. From there, your captain — a local who knows these waters inside and out — will ask about what you’re hoping to see. This personalized approach helps tailor the experience, whether you’re eager to find ponies, spot dolphins, or learn about the islands’ history.
You can also read our reviews of more boat tours in Virginia
The Itinerary: What You’ll See and Do
Assateague Island is the main focus as the boat journeys through both the southern and northern parts of the Virginia side of the island. These waters are where the famous Chincoteague Ponies roam freely, and the tour deliberately takes a route in small guts and waterways to get closer to wildlife than larger vessels might allow.
Expect to see the Pony Swim and the Assateague lighthouse as part of the scenic backdrop. One of the biggest draws is the chance to get up close to wild ponies, which local guides know by name — a detail emphasized in reviews where captains are praised for their knowledge and personal connections. For instance, one reviewer appreciated how Captain Mike could identify ponies and share stories about each one, adding depth to the viewing experience.
Along With ponies, the tour often ventures into open ocean waters, sometimes to search for dolphins, which may leap alongside the boat. This is a real treat for wildlife lovers, especially those who love spotting marine mammals. The tour typically circumnavigates the entire island, providing a comprehensive perspective on the area.
The Wildlife: What You Might Encounter
Beyond the ponies, expect to see eagles soaring overhead, pelicans fishing, and perhaps herons and ospreys in their natural habitats. Many reviews mention sightings of Riptide, a band of ponies the guide knew by name, and how the guide’s stories made the experience memorable.
Dolphin sightings are a bonus, with some guests lucky enough to see them leaping and playing in the water. The guide’s knowledge and local experience are key; one reviewer praised Captain Mike for ensuring his guests see at least one pony — and often more than that.
Comfort and Accessibility
The boat used for this tour is described as pristine and comfortable, with some reviews noting the boat’s top/cover, which is particularly helpful during hot sunny days. The tour’s small size (max six travelers) means less crowding and a more relaxed experience. Accessibility is also a strength, with the tour being wheelchair and stroller friendly, making it an excellent choice for families or travelers with mobility concerns.
Duration and Value
At just under two hours, the tour offers a compact but thorough wildlife experience. For $75, it’s a competitive price considering the personalized attention, expert guide, and the immersive nature experience. Several reviews emphasize how this tour exceeds expectations, especially because the guide goes beyond just pointing out animals — sharing stories and island history enriches the trip.
You can also read our reviews of more tours and experiences in Virginia
The Reviewers Say It Best
Many guests highlight Captain Mike’s knowledge and personality. One said, “Mike is very knowledgeable and had a good sense of humor,” making the trip both educational and fun. Others appreciated how he took extra time for late arrivals or injured passengers, demonstrating genuine care.
Another reviewer praised the longer duration — what was meant to be an hour and a half turned into nearly three hours, with abundant sightings, especially dolphins and ponies. This indicates that the guide’s flexibility and dedication can make a significant difference in overall satisfaction.
Practicalities and Booking

Booking usually opens about 37 days in advance, and the tour is highly popular. You’ll want to reserve early to secure your spot, especially if visiting during peak seasons or wanting sunrise/sunset options. The tour features mobile tickets for convenience.
Cancellation policy is flexible — you can cancel for free up to 24 hours before the tour, which is helpful if weather turns or plans change unexpectedly. Keep in mind that the tour is weather-dependent; if conditions are poor, an alternative date or a full refund will be offered.
Who Will Love This Tour?

This boat trip is perfect for wildlife lovers, families, and anyone eager to see Chincoteague’s famous ponies in their natural surroundings. It’s also ideal for those who appreciate local guides with a personal touch and enjoy a slower, more observant pace with plenty of opportunities to ask questions.
If you’re seeking a laid-back yet informative adventure, and don’t mind a small group, this tour offers a genuine taste of the islands’ natural beauty. Those with mobility considerations will appreciate the accessibility, and photographers will find plenty of chances to capture memorable wildlife moments.
The Sum Up

This Up The Bay Pony and Wildlife Tour by Boat offers a rare chance to get up close and personal with wild ponies and a variety of other local animals. The combination of expert local guides, scenic waterways, and flexible, small-group experiences makes it a standout choice for anyone visiting Chincoteague.
While the straightforward nature of the tour might not include high-tech gimmicks or flashy extras, it more than makes up for it with authenticity, depth of knowledge, and the chance to see wildlife in their natural habitat. The reviews consistently praise the knowledgeable guides and the stunning views, making it clear this tour delivers on its promise.
If your goal is an authentic, relaxed, and educational wildlife adventure, this boat trip is hard to beat — especially considering the great value for the experience you get. It’s a wonderful way to deepen your understanding of the islands’ unique environment and to make some memorable animal sightings along the way.
Chincoteague’s Up The Bay Pony and Wildlife Tour by Boat
FAQ

How long is the tour?
The tour lasts approximately two hours, giving ample time for wildlife viewing and enjoying the scenery.
Is the tour suitable for children or strollers?
Yes, the tour is wheelchair and stroller accessible, making it suitable for families with small children.
What wildlife might I see?
Expect to see wild ponies, eagles, pelicans, herons, ospreys, and possibly dolphins. The guide’s experience increases your chances of sightings.
Can I book sunrise or sunset tours?
Yes, sunrise and sunset tours are available, offering a different atmosphere and often better wildlife activity.
What is the price?
It’s $75 per person, which is considered good value given the personalized, wildlife-rich experience.
What is the group size?
The tour is limited to a maximum of six travelers, ensuring a personalized experience and more opportunities for close-up viewing.
What should I bring?
Bring sun protection, waterproof clothing if needed, and your camera for wildlife photos. The boat has a top/cover to shield you from the sun.
What happens if the weather is bad?
Tours are weather-dependent. If the weather cancels the trip, you will be offered a different date or a full refund.
How do I reserve my spot?
You can book online in advance, with most bookings made about a month or more before your preferred date.
In all, this tour combines the best of wildlife spotting, local storytelling, and scenic waterway cruising. It’s an authentic, value-packed way to experience the natural beauty of Chincoteague Island and Assateague. Whether you’re an animal enthusiast or just looking for a relaxing water adventure, you’ll leave with memorable stories and plenty of animal sightings to talk about.

























