New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

3-Day Adventure in Maryland's Eastern Shore

3-Day Adventure in Maryland's Eastern Shore Itinerary

Last updated: 2024 Jun 30

Exploring Saint Michael's Charm

Morning
Start your day with a visit to the Chesapeake Bay Maritime Museum. This well-known attraction offers a deep dive into the maritime history of the region. You can explore various exhibits and even climb the Hooper Strait Lighthouse for stunning views of the bay. For breakfast, head to Ava's Pizzeria & Wine Bar for a delightful meal.
Afternoon
In the afternoon, take a leisurely stroll through St. Michaels Nature Trail. This trail offers scenic views and is perfect for bird watching and enjoying nature. Stop by The Galley Restaurant for lunch, known for its delicious seafood dishes.
Evening
End your day with a sunset sail on the Miles River with Sunset Sail. This tour provides a relaxing experience with beautiful views of the sunset over the water. For dinner, dine at The Crab Claw Restaurant, famous for its fresh seafood and waterfront dining.
Bedtime
Find amazing hotels in Saint Michael's, Maryland.

Historic Easton and Oxford Delights

Morning
Begin your second day with a visit to Easton, just a short drive from Saint Michael's. Explore the historic Avalon Theatre and enjoy its beautiful architecture. For breakfast, stop by Hunters' Tavern in Easton.
Afternoon
Head to Oxford in the afternoon and visit The Oxford Museum to learn about this charming town’s history. Enjoy lunch at The Robert Morris Inn, which offers delicious meals in a historic setting.
Evening
Return to Saint Michael's for an evening ghost tour with Ghost Tour. Discover spooky tales and local legends as you walk through this historic town. For dinner, try Bistro St Michaels, known for its elegant atmosphere and gourmet cuisine.
Bedtime
Find amazing hotels in Easton and Oxford, Maryland.

Cambridge Exploration Day

Morning
Drive to Cambridge on your third day and start with a visit to Blackwater National Wildlife Refuge. This refuge is perfect for wildlife enthusiasts and offers opportunities for bird watching and photography. Have breakfast at Blackwater Bakery, which is popular among locals.
Afternoon
In the afternoon, explore downtown Cambridge’s art galleries and shops. Visit The Harriet Tubman Museum & Educational Center to learn about her incredible life story. Enjoy lunch at Jimmie & Sook’s Raw Bar & Grill, known for its casual dining atmosphere.
Evening
Conclude your trip with an evening river cruise on Choptank River with River Cruise. Experience the serene beauty of Cambridge from the water as you relax on this peaceful cruise. For dinner, dine at Portside Seafood Restaurant, offering fresh seafood dishes right by the water.
Bedtime
Find amazing hotels in Cambridge, Maryland.

Adjacent Cities

kayakFind the right stay during your trip.
Got a question about your trip?