Top picks for Annapolis City sightseeing

Discover 75 City sightseeing in Annapolis on Trip.com, updated 7 November 2026, with experiences lasting from 1 to 11 hours. Find the perfect adventure for your day!

From AU$ 8.42 per person, with an average total of AU$ 145.56. Choose the option that suits your plan.

With 2.71k verified reviews, City sightseeing Annapolis boast an average rating of 4.9.

This week's most popular City sightseeing: "DC Monuments by Night: 10+ Landmarks | Open-Top Upgrade Available", with 2.686k reviews and a 4.7 rating.

Now on Trip.com: "Colonial Annapolis & Maryland State House Tour", a 1-hour adventure in Annapolis!

The next available day tour departs on 8 November 2026. Book now to secure your spot!

Annapolis City sightseeing usually take about 1 hours — perfect for a relaxed, immersive experience!

80% of Annapolis City sightseeing now offer English-speaking guides

November is perfect for visiting Annapolis! Choose from 75 available day tours, including seasonal hits like DC Monuments by Night: 10+ Landmarks | Open-Top Upgrade Available.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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75 results for Annapolis City sightseeing

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Reviews/Trip Moments

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Reviews: Best of Annapolis Tour: Colonial, State House, Naval Academy
Guest User2026-10-24
Had a great time! The guide was very knowledgeable and accommodating. Would recommend this!!
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Reviews: Open-top Double-decker Sightseeing Bus - BIG BUS Washington D.C.
Guest User2025-10-08
Hop on hop off bus in Washington DC was reliable and comfortable. The information on the recording was accurate and informative. And the staff and drivers were polite and helpful.
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Reviews: Washington DC Bike Rentals
Guest User2023-10-10
Super fun to ride bikes to the monument with my kids. They were ages 12 and 9 and we were easily able to do all the monuments and the White House in the 4 hour time frame. Had a great time! Pro tip bring a phone holder for your bike so it’s easy to navigate while riding.
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Reviews: DC: Evening Local Neighborhood Food Tour with DrinkEatWalk
Guest User2026-09-05
This is possibly my favorite tour I have ever been on, and I have been on many throughout this country and others. Tim is an amazing guide. He loves his city and it shows in his passion and storytelling throughout the time. A 4-hour tour flew by and became 5-hours withe not wanting it to end. The history lessons are informative and Tim is able to answer any questions asked. It is a great way to learn about actual DC outside of the political areas. The FOOD...OMG!! The stops and food choices wrapped in the local culture and everything was delicious!! He even accommodated a mocktail menu for my husband who doesn't drink. With the drinks included, this is an excellent value. This tour is intimate and everyone really gets to know each other. I left this tour feeling as if I had a new friend. The culmination of rooftop views over the city at night was the perfect ending to a perfect evening. If you take only one tour in Washington DC, do this one!