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undefined Itinerary

Last updated: 2024 Jun 14

Relaxing Island Retreat

Morning
Start your day by enjoying a leisurely walk along the beach and taking in the beautiful views of the Chesapeake Bay. You can collect seashells or simply relax on the sandy shores.
Afternoon
Explore the island's history at the Gwynn's Island Museum, which showcases artifacts and exhibits related to the island's maritime heritage. Afterward, visit the Gwynn's Island Nature Preserve, where you can hike through scenic trails and observe local wildlife.
Evening
End your day by indulging in fresh seafood at one of the island's waterfront restaurants, such as Hole in the Wall Waterfront Grill or Seabreeze Restaurant. Enjoy a delicious meal while taking in the sunset over the bay.
Bedtime
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Outdoor Adventures

Morning
Embark on a kayaking or paddleboarding adventure along the calm waters surrounding Gwynn's Island. Explore the island's shoreline, marshes, and creeks while enjoying the tranquility of nature.
Afternoon
Head to New Point Comfort Lighthouse, located nearby on the mainland. Take a guided tour of this historic lighthouse and learn about its significance in maritime history.
Evening
After a day of outdoor activities, unwind with a picnic at Gwynn's Island Boat Ramp Park. Enjoy a delicious meal while watching the boats go by and soaking in the peaceful surroundings.
Bedtime
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Exploring Mathews County

Morning
Take a short drive to Mathews County and visit the Mathews County Visitor Center. Gather information about local attractions, including historical sites, art galleries, and antique shops.
Afternoon
Explore the Mathews County Historical Museum, which showcases the county's rich history through exhibits and artifacts. Afterwards, take a scenic drive along the Chesapeake Bay coastline, stopping at various viewpoints to admire the stunning views.
Evening
Dine at one of Mathews County's charming restaurants, such as Southwind Pizza or Richardsons Cafe. Enjoy a delicious meal featuring locally sourced ingredients and savor the flavors of the region.
Bedtime
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Waterfront Activities

Morning
Start your day with a fishing excursion in the Chesapeake Bay. Whether you're an experienced angler or a beginner, there are plenty of charter boats available for hire.
Afternoon
Spend the afternoon exploring the bay by boat. Rent a kayak or a motorboat and cruise along the shoreline, stopping at secluded coves for swimming or picnicking.
Evening
End your day by enjoying a waterfront dinner at Merroir, a popular seafood restaurant known for its fresh oysters and scenic views. Indulge in a delicious meal while watching the sunset over the water.
Bedtime
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Island Relaxation

Morning
Take a leisurely bike ride around Gwynn's Island and explore its charming neighborhoods and scenic landscapes. Enjoy the fresh air and peaceful atmosphere.
Afternoon
Pamper yourself with a spa treatment at one of the island's wellness centers. Choose from a variety of massages, facials, and body treatments to rejuvenate your mind and body.
Evening
End your day with a romantic beachfront dinner at the Islander Restaurant. Savor delicious seafood dishes while enjoying the sound of the waves crashing on the shore.
Bedtime
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