Chincoteague & Assateague Islands: Hiking, Kayaking, Kite Surfing

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The Islands of Chincoteague and Assateague:
Hiking, Kayaking, Kite Surfing

This week, we will explore the islands of Chincoteague and Assateague off the shores of Maryland and Virginia, US. In Chincoteague there are no high rises, board walks, or traffic jams. Chincoteague Island is Virginia’s only resort Island. Assateague is famous for the wild horses and beautiful birds that inhabit the island, which spans the coast of Virginia and Maryland.

Today, we will deep dive into the Adventure itinerary. Being on barrier islands mean that the weather can change in an instant. All itineraries on these islands will involve some level of Adventure.

Tomorrow, we will focus on a Culture itinerary and Wednesday will bring the ultimate Relaxation itinerary. These tables are handy to keep - a blister or torn muscle may convert your Adventure plans into Relaxation plans. Let’s get this Adventure started.
- Cris

Day 1: Arrival and Exploration of Chincoteague

Rent a kayak or paddleboard to explore Assateague Channel. This gives you a chance to see the ponies from the water and savor hope for the future of the planet. You could also bicycle along Beach Road during sunset, ending your ride at Assateague Island. This is better than driving along a coast in a convertible with the top down. You are one with nature. This is the ultimate digital detox for day one of a vacation.

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Day 2: Assateague Island Adventure

Start early with a sunrise walk on Assateague Beach. Morning yoga (or coffee) are traditions here. Then head to Assateague Island National Seashore and rent a fat-tire bike to cover the island’s paths. This brings you up close to all of the nature on the island. You are visiting their home and so be quiet, respectful, and leave no trash or damage behind. Horses can get sick from human food. Those that learn to come up to the road to beg for food are often hit and killed by cars. Visitors are kicked, bitten and knocked down every year as a direct result of getting too close to the wild horses. Protect your family by respecting theirs.

In the afternoon, go for a horseback riding tour (these aren’t the wild horses) along the beach or through the marshes. While tours cater to all experience levels, I personally wouldn’t recommend learning to ride here. You are surrounded by wild nature so even seasoned tour horses can get spooked. Yeah…that means a ‘holy crap!’ moment when the horse bolts and runs uncontrollably until someone saves you (unless you know how to ride).

Still have energy? Enjoy a sunset boat tour along the islands for a chance to see dolphins and more wild ponies as the day winds down. I have not personally seen dolphins play with the ponies but other people swear they have seen foals swim into the ocean and play with the dolphins.

On The Board, In The Boat, and Using Your Outside Voice

Priorities: I’m going to be late after work.
101: The beginner course is today.
Optimism: When you lost the coin toss and didn’t go to the spa.

Day 3: Water Sports and Wildlife

Spend the morning on a guided paddleboard or kayaking tour of the Chincoteague Bay. Some tours even offer eco-tours, teaching you about the local ecosystem and marine life. The tours are recommended because they teach you about hidden waterways, places where snakes can be a problems, and any current information about tides and undertows. This is important for your afternoon adventure.

During the afternoon, go kite surfing! This is a great place to learn from guides. Experiences surfers can rent the equipment and dare people to wipe that grin from your face. The island has a few great seafood restaurants to refuel before hanging out on the beach to stargaze. You came here to connect with nature and that includes a sky full of stars.

Day 4: Hiking and Final Exploration

Hike the Woodland Trail on Chincoteague Island. This trail takes you through forests that are filled with birds - bring your binoculars (and your mosquito spray). If you haven't had enough of the ponies, this trail often offers sightings. Never approach a foal and give all horses some respectful space. If they stampede then get out of the way!

End your trip with a bonfire on Assateague (Assateague allows bonfires in designated areas). Relax and enjoy your final night by the ocean.

Tomorrow, we will explore the Cultural diversity and attractions of the islands. This is not your typical museum itinerary (although some is included). The vibrant art scene - often experienced for free - is worth visiting on every trip because it’s a different experience each time.

See you tomorrow.

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