Discover Annapolis Tours 3.5 (reviews)

Annapolis, MD Tours Unclaimed Last Updated: 2025
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About Discover Annapolis Tours

Step aboard the charming trolley at Discover Annapolis Tours and embark on a journey through the rich history and stunning sights of Annapolis. These tours offer families a unique way to explore the city, with its streets laid out over three centuries ago, all from the comfort of an air-conditioned trolley with large windows perfect for taking in the views. Kids will be delighted as our friendly guides point out major points of interest, such as the bustling City Dock and the historic State House, while weaving engaging stories about the past.

Both the 60- and 40-minute tours provide a comprehensive look at Annapolis's colonial mansions and beautiful Victorian homes, offering a glimpse into the architectural evolution of this charming city. The tour continues with scenic views of sailboats gently bobbing along the waterfront, and the spectacular water views from bridges promise to captivate both young and old alike. A highlight for many is the tour around the Naval Academy, where families can learn about its academic and athletic programs from across the harbor and river.

With so much to see and learn, it's a perfect outing for kids who are curious about history and love seeing new places. As the tour wraps up, parents will appreciate the practicality of a tour that is both informative and fun, ensuring a memorable day out for the whole family.

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How much does it cost?

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Adults $18

Children $9 ages 11-15; $3 for 10 and under

Free Under Preschoolers are free

Last Update 2025

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Discover Annapolis Tours FAQ’s

How does Discover Annapolis Tours support local communities?

Discover Annapolis Tours partners with local historical societies to ensure accurate storytelling and supports community events to promote local culture.

What additional activities can families enjoy after the tour?

After the tour, explore the charming streets of Annapolis, visit the Naval Academy, or enjoy a picnic at a nearby park.

Are there facilities available for families with babies?

While there are no specific baby facilities on the trolley, nearby attractions offer baby changing areas and other family-friendly amenities.

Where can families find kid-friendly dining options nearby?

Buddy's Crabs & Ribs at the corner of Main Street and Market Space is a perfect spot, known for its family-friendly atmosphere and delicious menu.

What are some tips for making the most of our visit?

Arrive early to secure good seats on the trolley and bring a camera to capture the scenic views. Check the weather for the best experience.

Where can families purchase souvenirs to remember their visit?

At the end of your tour, visit the local gift shops near City Dock for a variety of unique souvenirs and mementos.

What educational resources are available for teachers planning a visit?

The Four Rivers Heritage Area offers a page of resources for teachers, providing valuable information and lesson plans related to Annapolis's history.

Are there any healthy eating options available during the tour?

While on the tour, you can pack some healthy snacks or visit local eateries that offer nutritious meals to satisfy hungry explorers.

What assistance is available for families with special needs?

Our trolleys are equipped to accommodate guests with special needs, ensuring everyone can enjoy the tour comfortably.

What else should visitors know about Discover Annapolis Tours?

Tours run rain or shine, so dress appropriately for the weather. The trolley offers a unique perspective, making it a must-do for families visiting Annapolis.