Things to do in

Best Tours in Annapolis, MD

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Table of Contents

The historic city of Annapolis is breathtakingly beautiful. Everything about it invites you to explore and discover everything it offers. You can tour Annapolis on your own, but there is no better way to get the most out of this city than going on one of the many organized tours. You will be able to get to places you may never have discovered unaided.

Via annapolis.org

On top of that, you will learn facts about the places you visit from knowledgeable guides. This way, you experience the area’s beauty and understand the stories that have made it what it is today. To help you, we have put together a number of the best tours you can take.

1. Historic Annapolis Walk

You can take a walk around Annapolis as you learn about the rich history held by the fantastic buildings and gardens. The Historic Annapolis Foundation offers this tour. If you’re not one for company, this tour will work well. You get a digital audio wand from the museum at the Historic Annapolis Foundation. The audio wand will guide you on a two-hour discovery of Annapolis History. On tour, some of the things you may learn about include The Revolution, African American Heritage, and the Civil war. An advantage of taking this tour is that you can only tune the wand to bring you to your places of interest. The museum runs from Tuesday to Saturday between ten am and six pm and from 11 am to 6 pm on Sundays.

2. The Heritage Region Wine Tour

Are you a wine enthusiast? If you are, consider taking this wine tour offered by Vino301 Wine Concierge. You visit renowned vineyards in the city while learning some historical facts from a knowledgeable local guide. Most importantly, you will sample the different types of wine as you go along. This tour package comes with some complimentary snacks, bottled water, and an option for a plate of cheese for interested parties. Each group consists of eight to ten members, and a tour takes about five hours.

3. Naval Academy Walking Tour

This tour gives you a chance to move around the United States Naval Academy and marvel at its beauty as you learn more about its history and how it runs. You can pick what you are interested in from the academy’s wide variety of tours. All tours have varying days, timings, and requirements, so check the website for conclusive information. The tours include the Annapolis Music man tour, Ride the yard, Tour and Tea, Historical, and Admissions tour.

4. Pirate Adventures

Via tripadvisor.com

If you have kids in tow, this tour will blow their minds, and the joy they have afterward will undoubtedly warm your heart. Make a reservation and give the young ones an experience of pirate life. Children become pirates temporarily- think full pirate gear, face paint, and tattoos accompanied by hidden treasure excursions and water canon throwing.

5. Annapolis Trolley Tour

Take a trolley tour organized by Towne Transport for a comfortable experience discovering what Annapolis holds. You will be driven around all the best sites, such as Maryland State House, water views, City Dock, and the WW11 Memorial. The trolleys are cozy and air-conditioned, so all you need to do is relax and enjoy the informative ride.

6. Go on a Cruise

Via visitannapolis.org

Imagine getting a view of Annapolis on a yacht cruising the Chesapeake Bay. That breathtaking sites and wildlife species are what you will experience when you book an Annapolis Charter. A trip takes small groups of between two to six people. You can take a three-hour morning or afternoon cruise. Alternatively, you can go on the evening cruise that takes two and a half hours. If you want to spend more time in the water, consider taking a full day or two-day sail.

7. The Annapolis Scavenger Hunt

Sometimes it gets boring walking, sailing, or riding around just listening to information about the places you see. You can spice things up by taking a tour in the form of a scavenger hunt. An app guides the hunt from Let’s Roam. You will have fun discovering the beauty of Annapolis while collecting treasures and solving riddles and puzzles. The hunt is quite stimulating as you earn points for treasures found, and there is an activity for everyone. By the time you are through, you will have had a lot of fun and learned every important thing about the sites in Annapolis.

8. Annapolis Ghost Tours and Crawls

If you are a ‘horror’ kind of person, get to learn about the creepy side of Annapolis by going on this tour. You will visit haunted places at night and hear the kind of history that doesn’t see the light of day. There is also a pub crawl, where you visit several bars and taverns for about thirty minutes. In this crawl, you have drinks and listen to horror stories surrounding the place.

9. Annapolis Food Tours

Via tripadvisor.com

This tour will serve a foodie perfectly. Here, you get to discover the sites in Annapolis as you make stops at the best local food joints. There is no point to it if you don’t get to eat, so at every stop, you will taste the local delicacies as an informative guide tells you about the restaurant’s history. Some of the treats include crab soup, crab cakes, and other seafood varieties. You will also enjoy some locally made ice cream. If you are lucky, you will even meet the chefs as you go along.

10. Annapolis Aerial Tour

You could walk, drive, or sail, but few things are exhilarating as a helicopter ride. Monumental Helicopters allow you to experience Annapolis from the skies. This tour would make a great intimate experience, so consider going with your partner. There are options for thirty or forty-minute rides, and three is the maximum number of passengers per trip.

Winding Up

There are many ways to get around Annapolis and make the best of your trip there. Various tour companies offer these tours, so check out their rates and go on a unique adventure.