Annapolis Unveiled
Annapolis, USA





Culture shock rating
Worried we’re going to shock your senses? Relax! We believe part of the fun of travel is immersing yourself in the destination and its culture, meeting the people, and learning what makes the place tick. We’ve got a wide range of tours with something for everybody. The cultural shock rating ranks how different the experience is from most Western cultures. But no matter the level, don’t worry, you’ll have a local, in-the-know guide with you every step of the way.
Low
Consider these tours your 101 intro to a place. Transportation might be private or a very comfortable public option, and the activities are usually visits to iconic sites and locations that are familiar to most Western cultures – but that will still give you fantastic insight into a destination.
Medium
Expect to rough it for parts of this tour, whether that’s on a packed public bus or in a local market off the tourist trail. There might be a few language barriers or unfamiliar cultural customs, and you’ll get an experience different from what you're used to at home.
High
You're out there in the global community! We’re going to take you down streets you’d rarely explore on your own, introduce you to local customs and languages, and take you for a ride in whatever transport is available. Get ready to take it as it comes, whatever comes. There might be a shock, but oh man, it’s worth it.

Physical rating
Worried our tours are too tough? Relax! From leisurely strolls to muscle-burning treks, we’ve got a wide range of tours with something for everybody. The physical grading gives you an idea of how much huffing and puffing you can expect on the tour.
Low
Slow and steady is all you need here. These tours have very limited physical activity, such as walking relatively flat streets, sites, or markets, and climbing in and out of the transport provided.
Medium
Not too hard, not too soft, these tours are just right! You can expect a bit of physical activity, but nothing overly challenging – perhaps walking up and down hills, riding a bike for up to 30 kilometers along mostly flat terrain, or jumping in a kayak for a gentle paddle on flat water.
High
Get ready for a workout! These tours are our most challenging and involve intense walking, hiking, kayaking, swimming, or bike riding. You could be making steep climbs by foot or pedal, or working your core in the water. We recommend you have a good level of fitness to join this tour.
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Tour snapshot
See America's sailing capital aboard a comfy eCruiser on this intimate Annapolis tour. Be immersed in maritime history, hear naval tales, see incredible views from a secret spot, and stroke the ego of boat owners along Ego Alley by admiring their flash, multimillion dollar floating pride and joys.
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Highlights
- Don’t just see Annapolis, experience it!
- Ride around in an electric eCruiser and take in sites, panoramic water views, and the Colonial architecture of Annapolis
- See parts of Annapolis that few tourists ever see, such as the high-end harbour and tucked away neighbourhoods
- Learn about prominent Annapolitans from the past - there are quite a few!
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Schedule details
- Duration: 2 hours
- Meeting point:
Loews Hotel, 126 West Street, Annapolis, MD 21401
- Find the exact meeting point with what3words:
- Starting time: 10.00 AM
- Ending point:
Annapolis City Dock and Harbor
Language: English
Inclusions: Local English-speaking guide, private transportation on an all-electric, 6-passenger eCruiser.
Exclusions: Items of a personal nature, tips and gratuities for your local guide.
Don't feel like trudging around Annapolis on foot? No problem! Discover this beautiful city on an eCruiser with a local guide on this historical Annapolis tour that shows you the people and places that create this city's unique culture.
This Annapolis city tour begins by visiting St. Anne’s Church and learning of its connection to William and Mary. Next, we'll ride through Acton’s Landing and take in the views of Carroll House. These spots are rarely seen by visitors, but any local knows how important they were to Annapolis history - one of the many benefits of touring a city with a local!
As we continue to tour Annapolis, our next destination will be Eastport, an annex of Annapolis, which has a history of its own to rival Annapolis (shhh! That's a local secret!). Here you'll see Fort Horn, the Maritime Museum, waterfront restaurants, and swish yacht yards. We'll take in a panoramic view of the Chesapeake Bay from an elevated spot, the very best place to drink in the views of this beautiful neighbourhood.
From there, we’ll head back across the bridge to Annapolis to discover the City Dock and Harbor area, with Ego Alley - a prime location for boat owners to show off their craft, with its own array of restaurants and shops. This is a pretty flashy area, to say the lease!
We’ll then cruise around State Circle, taking in the oldest, continually running state house in the United States. Ride past historic homes of signers of the Declaration of Independence, and learn about the significance of the United States Naval Academy, as well as the lesser known St. John’s College. And who said Washington DC was where it was at for essential US history?
Each of our eCruisers hold up to five passengers (or 6 really close friends!), so your tours are intimate and can be customised to see and do what you want, when you want. Don’t settle for less, when you can have so much more fun with Annapolis Urban Adventures aboard an eCruiser!
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Additional information
Inclusions: Local English-speaking guide, private transportation on an all-electric, 6-passenger eCruiser.
Exclusions: Items of a personal nature, tips and gratuities for your local guide.
Dress standard: Please wear comfortable, seasonal clothing.
Your Trip: For your Urban Adventure you will be in a small group of a maximum of 12 people.
Confirmation of booking: If you have your voucher, your booking is confirmed. We'll see you at the start point. Get in touch if you have any concerns or require more information via the email address or phone number (business hours only) on your voucher.
Child Policy: This is a child-friendly tour. Children between the ages of 6 and 11 inclusively are permitted on this tour. Children younger than 6 are permitted at no extra cost, but please make sure you inform our guides of this before you take the tour.
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Local contact
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