We found saved trips to
Multiple Trips

We found multiple saved trips to with this Point of Interest.

Edit Your Trip

Almost there! Start planning your trip by adding items to your itinerary:

  • Plan with Map Explorer
    Use Map Explorer to plan the places you'll visit on your trip.
    Map Explorer
  • Your Itinerary
    Check out your itinerary and add your own ideas to your trip.
    Trip Itinerary
  • Discover
    Read about , and explore places, attractions and more.
    Destination

St. Michaels

Photo Credit: Getty Images

St. Michaels

Photo Credit: Whitney Lawson

St. Michaels

Photo Credit: Whitney Lawson

  • slide 0
  • slide 1
  • slide 2
  • 90° / 69°
  • Avg Temp in July
  • Related AARP member discounts

AARP Member Discounts

See All Discounts

Welcome to St. Michaels, MD

St. Michaels, once a shipbuilding center, is today one of the region's premier leisure-time destinations. Its ever-growing popularity has resulted in more and more shops, caf├ęs, waterfront restaurants, and inns. In warmer months, tourists and boaters crowd its narrow streets and snug harbor. Talbot Street is lined with restaurants, galleries, and all manner of shops, including a hardware store that doubles as a retro gift shop.Stroll between Mill Street, the lane to the Chesapeake Bay Maritime Museum, and Willow Street, or head just beyond to Canton Alley Artiste Locale, Broken Rudder Sportswear, Chesapeake Trading Company, and The Minds Eye Craft Collection cut. Explore

  • Travel Tips

    Plan your visit using our simple itineraries, forecasts, transportaion tools, contacts...
    Read More

Things You Can't Miss

1/5
Celebrate the Bay

The Chesapeake Bay Maritime Museum introduces visitors to the rich human and aquatic life of the bay. Don't miss the unique Hooper Strait Lighthouse.

Celebrate the Bay

Image Credit: Walter Bibikow/JAI/Corbis

Eastern Shore Main Street

Quaint shops and galleries line Talbot Street in downtown St. Michaels. Bistro St. Michaels will give you a taste of local produce and seafood.

Eastern Shore Main Street

Image Credit: Nick Hanna/Alamy

Meet Frederick Douglass

The St. Michaels Museum leads walking tours about the life of abolitionist Frederick Douglass, who lived in St. Michaels while still a slave.

Meet Frederick Douglass

Image Credit: Scott Warren/Alamy

Bottle or Glass

Sample local beer at Eastern Shore Brewing. A couple of doors down, the St. Michaels Winery has a tasting bar. No reservations needed.

Bottle or Glass

Image Credit: Alamy

End of the Road

Follow Route 33 for 14 miles to Tilghman Island. Just 2.8 square miles, it's where you'll find old-fashioned crab houses among the skipjacks.

End of the Road

Image Credit: Susan Isakson/Alamy

  • slide 0
  • slide 1
  • slide 2
  • slide 3
  • slide 4

Shared Trips to this Destination

Trips Places Of Interest

AARP Travel Center

Book online or call: 1.800.675.4318

Can't Decide?

Can't Decide?

Discover the perfect destination for your road trip with our help.

Try The Trip Finder
Just Browsing?

Just Browsing?

Find out how much you could save with AARP on your next trip.

See All AARP Member Discounts

Must Reads Before You Go

image

Going Solo? Tips for the Older Traveler Who Is Alone

Planning a trip by yourself? Follow these guidelines to help make it a vacation to remember.

image

Car Rental Do's and Don'ts

by Jeanette Foster

Use this checklist to mind the details you need to consider when signing a rental car agreement. Don't forget about gas, insurance, and what rules and restrictions the rental agency demands.

image

5 Travel Diseases in the U.S.

Infectious diseases within our borders can lead to serious illness.

image

5 Things Not to Do in National Parks

by Rob Tallia

National parks and state parks are beautiful places to visit and go hiking. Maximize your fun by avoiding these common mistakes - like running out of gas or getting dehydrated.

Discover St. Michaels

image

Plan

Discover the very best of St. Michaels.

Experience

Print and take your itinerary with you. (Coming Soon)

Share

Share your trip with your family and fellow travelers. (Coming Soon)

Plan your trip

User Comments

Please leave your comment below.