Search flights, hotels & activities for Annapolis
Compare flights, hotels, cars, and activities in one place.
500+airlines & travel sites compared
21,000+routes tracked
€0booking fees from us
Freeprice drop alerts
2-Day Itinerary for Annapolis
A two-day plan for Annapolis built from real, notable landmarks (ranked by Wikipedia notability) and real top-rated tours — not a generic template copied across cities.
Day 1
- 1United States Naval Academy CemeterySee real tours & tickets →
- 2Herndon MonumentSee real tours & tickets →
- 3Annapolis National CemeterySee real tours & tickets →
- 4Hammond–Harwood HouseSee real tours & tickets →
- 5United States Naval Academy MuseumSee real tours & tickets →
- 6Naval Academy ChapelSee real tours & tickets →
Day 2
- 1Sandy Point State ParkSee real tours & tickets →
- 2St. Anne's Episcopal ChurchSee real tours & tickets →
- 3Maryland Renaissance FestivalSee real tours & tickets →
- 4Kinder Farm ParkSee real tours & tickets →
- 5Tripoli MonumentSee real tours & tickets →
- 6Banneker-Douglass MuseumSee real tours & tickets →
Top-rated tours in Annapolis to fit around this itinerary
Ad
Ad
Ad
Ad
Ad
Ad
Ad
Ad
Tipsy History Tour: 300+ Years of Annapolis Drinking History
★ 5.0(39 reviews)· 2 hrs
From €35
Annapolis Historic Walking Tour: Harbor and Colonial Downtown
★ 5.0(46 reviews)· 1h 45m
From €210
Annapolis Colonial and Maritime History Walking Tour
★ 5.0(6 reviews)· 2 hrs
From €35
Historic Annapolis Walking Tour - Small Group Guided Tour
★ 4.9(17 reviews)· 2 hrs
From €31
Historic Annapolis Food Tour
★ 4.7(48 reviews)· 3h 30m
From €71
The Original Haunted Pub Crawl by Annapolis Ghost Tours
★ 4.5(22 reviews)· 2 hrs
From €28
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
★ 4.5(14 reviews)· 2 hrs
From €26
The Original Walking Ghost Tour by Annapolis Ghost Tours
★ 4.4(45 reviews)· 1h 30m
From €23
Real listings from Viator, including live ratings and prices — clicking through takes you to book directly.
Best time for this itinerary
January
6° / -1°C
April
20° / 10°C
July
30° / 22°C
October
20° / 11°C
Plan the rest of your trip
Continue planning your trip to Annapolis
Same destination, real availability — no need to search again.
FAQs — 2-Day Itinerary for Annapolis
It's enough to cover the dozen or so of top-ranked sights below — based on 18 real notable landmarks we have on file for Annapolis, ranked by Wikipedia notability. A longer stay lets you go beyond the highlights.