Annapolis & the Chesapeake Bay, Maryland
America's Sailing Capital
Colonial streets, the Naval Academy, and Chesapeake crab feasts.
At a glance · 5 reasons to go
Why Annapolis & the Chesapeake Bay, Maryland.
Stroll colonial Annapolis and the harbor.
Tour the U.S. Naval Academy.
Crack blue crabs at a Chesapeake crab house.
Sail the bay — the sailing capital of the US.
History and seafood on the water.
Read the full story
Annapolis is salt-aired Americana — brick colonial streets, the U.S. Naval Academy, a busy sailing harbor, and crab houses where you smash blue crabs with a mallet. The Chesapeake Bay is the whole point.
Read this before you go
الأمان
Safety Overview
Annapolis & the Chesapeake Bay, Maryland
STUB: Add overall safety summary for Annapolis & the Chesapeake Bay, Maryland.
Emergency Contacts — Save These Now
- Police
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Reviewed: 2026-06-06
If It’s Safe Travel… Travel Well.
Before You Travel
Five minutes of preparation means your whole group has emergency numbers, hospitals and your GPS location available offline — no WiFi needed when it matters most.
Traveling to Annapolis & the Chesapeake Bay, Maryland with a pet?
🇺🇸 United States has specific entry rules — microchip, rabies, permits and more. See exactly what your pet needs before you book.
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