The 10 Best Things to do in St. Michaels, Maryland (MD)

Covid: Yes we are open! Sail Selina II Boat Tours sails daily from St Michaels MD April-Oct. limited to just 6 guests for a personal experience of the history of sail. Built in 1926 during the Great Gatsby era, climb aboard go back in time when yachtsmen enjoyed the elegance of freshly varnished mahogany and brightly polished brass. Available on a per person basis or private charter, we offer day sails, Champagne Sunset Cruises, moonlight sails, sailing lessons, wine tasting and beer tasting excursions, small weddings, engagements, birthdays & anniversary celebrations. Once we cast off lines we tour the harbor and enjoy the sights that dot the shoreline of our quaint little seafood town. Hear the stories of the historic boats on display at the Chesapeake Bay Maritime Museums, and see where the movie "Wedding Crashers" was filmed. Once we leave the harbor we go out into the Miles River, put up the sails and follow the wind. Guests are invited to participate or simply sit back relax.

The Spa at Harbour Inn is a boutique resort spa located on the waterfront in historic Saint Michaels, Maryland. Featuring a soothing relaxation lounge, modern changing facilities, six treatment rooms including a couples room, and five individual massage/facial rooms. The Spa has been designed with your comfort and relaxation in mind. Plush, heated massage tables, skilled, friendly therapists and warm towels are all waiting to sooth your tired aching muscles.

Gregorio Gallery offers visitors a view of the Eastern Shore through the eyes and talents of local artists and craftsmen. Meet local photographer and gallery owner, Peter Gregorio, enjoy the work of the talented local potter, Ann Krestensen, browse Mark Orr's Scavenger Art. Whether you are interested in finding the perfect gift, the perfect memento, or simply looking for an oasis in the busy landscape of St. Michaels, you will be glad you visited Gregorio Gallery.

Ophiuroidea, "The O", Coastal inspired boutique. Clothing, artisan jewelry, home decor, furnishings, art, gifts and clothing featuring local artisans. Visit our website or Facebook page for more information about Ophiuroidea and our Eastern Shore Sea Glass Festival and Coastal Art Festival held annually. Located in St. Michaels and Kent Narrows, Maryland

This is a great shop on the eastern shore, having won the most unique gift shop on the eastern shore by What's Up Magazine. It is a very eclectic shop with something for everyone from a Kid's room with childrens & baby clothing and unique toys and books not found in your big box stores. When you walk into the shop you will find an extensive selection of signs with the ability to custom signs as well as wine glasses, pottery, coasters, and more. The shop is stocked with Woodwick candles, Jim Shore, Willow tree, homemade soaps and candles, wine accessories, and of course what would a shop on the eastern shore be if they didn't sell crab glasses, trays, wine bottle stoppers, napkins, towels and more. A great shop for eveyone in the family with prices unheard of in St. Michaels!

Shore Pedal & Paddle is the heart of beautiful St. Michaels, Maryland. We offer Bicycle, Kayak, Stand-up paddleboard rentals, tours and sales. Our Talbot St(main st) location offers access to rails to trails and Back Creek Parks, public kayak launch directly down the street and we transport the equipment for you. Tons of options to explore the shore on land or water. Your can rent and create your own adventure using our detailed maps or with advanced notice arrange for a guide. "Enjoy the Day"

Olivins aged and infused olive oil and vinegar tasting room.Come experience aged balsamic vinegars and extra virgin olive oils in over 45 flavors plus varietals.Also taste artisan chocolates made locally.Sip on the finest organic fair trade coffees from around the world.Custom gift baskets made to order.Private parties and tastings available.A fun St Michaels experience."Tasting is believing"

We are a yoga and movement studio in St. Michaels, MD. We have classes in hatha yoga, aerial yoga, t'ai chi and ballroom dance.

Soft Calming Colors & Feminine Style. A special collection of greeting cards, soaps, candles, linens, jewelry, unique gifts thoughtfully chosen with heart. Inspired giving to all we hold dear in historic Saint Michaels Maryland.