Explore Chincoteague and Assateague Islands on a Private Two-Hour Pony Cruise
Difficulty
easy
Duration
2 hours
Fitness Level
Guests should be able to board a small boat and remain seated comfortably for the duration.
Overview
Discover the wild ponies and stunning waterways of Chincoteague and Assateague Islands on a private two-hour cruise. Encounter dolphins, eagles, and hidden marshlands on this exclusive coastal adventure.
Two Hour Private Cruise
2 Hours • Up to 6 People • All Ages!
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About This Adventure
Experience the beauty of Chincoteague and Assateague Islands on a private 2-hour pony tour. Get up close with wildlife like dolphins and eagles while learning about the island's history and the charming personalities of its famous ponies, including Riptide. Enjoy stunning sunsets and explore hidden waterways for a truly memorable adventure.
** Up the Bay Pony Tours specializes in private and personalized tours around the island.
**We feel strongly that it is the best way to experience the island!
Duration
2 Hours
About
Our tours allow you to have the best, up close and personal experience to see ponies and other wildlife such as eagles, ospreys, herons, egrets, pelicans, dolphin, and beautiful sunsets around Chincoteague and Assateague Islands. During tours, we talk about the history of the island as well as some of the unique personalities of ponies, such as our most famous pony, “Riptide!” Each experience includes a tour of the island and cruise through small guts and waterways to get you up close to an abundance of wildlife and scenery. In addition, we will stop and show you where the pony swim event occurs, of course!
Adventure Tips
Book early for sunset cruises
Sunset tours fill up quickly—reserve your spot in advance for the most magical views.
Bring binoculars
Wildlife sightings are best with binoculars to spot distant dolphins and birds.
Wear layered clothing
Even summer evenings can be cool out on the water; dress in layers to stay comfortable.
Use reef-safe sunscreen
Protect yourself and the fragile salt marsh ecosystem by using environmentally friendly sunscreen.
Local Insights
Wildlife
- Bottlenose dolphin
- Bald eagle
History
Chincoteague Island is famous for its annual Pony Swim, a tradition dating back nearly a century that helped manage the wild pony population.
Conservation
The tour operator supports local conservation efforts by minimizing fuel use and educating guests on preserving the island ecosystems.
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Adventure Hotspots in Chincoteague
Frequently Asked Questions
Recommended Gear
Light jacket or windbreaker
Protects against cool breezes on the water, especially near sunset.
summer specific
Binoculars
Enhances your ability to spot wildlife like dolphins and eagles.
Camera with zoom lens
Capture crisp photos of distant ponies and birds in their natural habitat.
Reusable water bottle
Stay hydrated during your cruise without producing plastic waste.