United States of America · City Tours

Full-Day Annapolis Tour with Naval Academy and Eastern Shore Option

1 Day Round trip from Annapolis Easy pace

The journey

Trip highlights
  • 01 Explore Annapolis's charming cobblestone streets and historic district
  • 02 Admire the elegant Georgian-style architecture of Maryland's capital
  • 03 Visit the prestigious U.S. Naval Academy and its waterfront grounds
  • 04 Discover St. John's College, one of the oldest institutions of higher education in the United States
  • 05 Take an optional scenic drive across the Chesapeake Bay Bridge to the Eastern Shore

Discover the charm of Annapolis on a full-day guided tour through Maryland's historic capital. Stroll along cobblestone streets lined with Georgian-style architecture, visit the prestigious U.S. Naval Academy and St. John's College, and immerse yourself in centuries of maritime and cultural history. Enjoy time by the picturesque waterfront, with opportunities for lunch and shopping in the quaint city center. If time permits, extend the experience with a scenic drive across the Chesapeake Bay Bridge to Maryland's breathtaking Eastern Shore for even more coastal beauty and local charm.

Explore its historic buildings, monuments, and waterfront views while learning about its role in shaping American naval history.

From the itinerary

At a glance

What this trip includes

Duration 1 Day
Tour type Private
Activity level Easy
Accommodation Not included
Transport Included
Wheelchair access Yes
Languages English

Day by day

The itinerary

1
Day 01

Annapolis Historic District, Naval Academy and Waterfront

Morning: Pick-up and Introduction to Annapolis

  • Begin your day with a convenient pick-up from your hotel or lodging.

  • Drive along scenic routes into Annapolis, the charming capital of Maryland.

  • Take a guided walk through the historic district, admiring the beautifully preserved Georgian architecture and narrow colonial streets.

  • Visit the grounds of St. John's College of Maryland, one of the oldest institutions of higher education in the United States.

Late Morning: United States Naval Academy

  • Enter the prestigious United States Naval Academy campus.

  • Explore its historic buildings, monuments, and waterfront views while learning about its role in shaping American naval history.

  • Enjoy time to take photographs and walk around the stunning grounds.

Lunch Break: Annapolis Waterfront

  • Stop for lunch along the Annapolis waterfront, where you may sample local seafood specialties such as Maryland crab cakes.

  • Spend some free time shopping in the quaint boutiques and souvenir shops in the city center.

  • Take in the lively harbor atmosphere, where sailboats and yachts add to the charm of the city.

Afternoon: Historic and Cultural Exploration

  • Continue exploring more hidden gems of Annapolis, including historic churches, museums, and local landmarks.

  • Learn stories of colonial times and the role of Annapolis in the early history of the United States.

Optional Extension: Chesapeake Bay Bridge and Eastern Shore

  • If time permits, cross the magnificent Chesapeake Bay Bridge for breathtaking views over the water.

  • Visit the Eastern Shore of Maryland, known for its natural beauty, small fishing villages, and relaxed coastal lifestyle.

  • This optional extension allows you to experience another side of Maryland beyond the capital city.

Evening: Return to Hotel

  • Conclude your day with a scenic drive back.

  • Drop-off at your hotel or lodging in comfort and safety, ending a memorable full-day excursion.

Annapolis Historic District, United States Naval Academy, Annapolis Waterfront, Chesapeake Bay Bridge

Where this trip takes you

Annapolis Historic District, United States Naval Academy, Annapolis Waterfront, Chesapeake Bay Bridge

The fine print

Trip details

What's Included

  • Guide and driver fees, gas, and tolls
  • Lunch and shopping stops/opportunities along the historic harbor front

What's Not Included

  • Meals/souvenirs
  • Gratuities

What to bring

  • Identification to enter the US Naval Academy Visitors' Center (passport or "Real ID" US driver's license)
  • Comfortable walking shoes

Know before you go

  • If you book a tour for January or February, we can discuss options to substitute for closed sites. The Naval Academy will be open for your tour.
  • The U.S. Naval Academy tour offers two options: the driving-only "Gem" car tour or the walking tour, which allows entry into the beautiful campus buildings.
  • Maryland State Capitol admission is available on weekdays only.
  • Paca House and Garden is available from April to December.

Logistics

Meeting & route

Meeting point
Annapolis, MD, USA
Tour start
Annapolis, MD, USA
Tour ends at the same location as the start point.
End of the journey

Your 1 day finishes where it began, in Annapolis.

Watch the tourHQ film Watch the film

Create your own adventure

Can't find the perfect tour? Tailor your dream trip.

  • Tell us your destination, dates and group size.
  • Our travel experts and local guides design a tailored itinerary, just for you.
  • Enjoy your trip with peace of mind, knowing everything is taken care of.
Plan my holiday

Say goodbye to travel stress.

Starting from

USD 1,250 /group
Book This Tour

When

Travellers

Total