8 days in Cape Charles, St. Michaels & Annapolis Itinerary

8 days in Cape Charles, St. Michaels & Annapolis Itinerary

Created using Inspirock United States itinerary planner

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Make it your trip
Drive
1
Cape Charles
— 2 nights
Drive
2
St. Michaels
— 2 nights
Drive
3
Annapolis
— 3 nights
Drive

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Cape Charles

— 2 nights
Cape Charles is a town in Northampton County, Virginia, United States. You'll find plenty of places to visit near Cape Charles: Chincoteague Island (Chincoteague National Wildlife Refuge & Nature & Wildlife Tours). There's lots more to do: take in the views from Chesapeake Bay Bridge-Tunnel, immerse yourself in nature at Kiptopeke State Park, and kick back and relax at Cape Charles Beach.

To see ratings, maps, more things to do, and more tourist information, you can read our Cape Charles attractions planner.

Richmond to Cape Charles is an approximately 2.5-hour car ride. In September in Cape Charles, expect temperatures between 80°F during the day and 66°F at night. Wrap up your sightseeing on the 23rd (Thu) early enough to travel to St. Michaels.

Things to do in Cape Charles

Parks · Nature · Wildlife · Outdoors

Side Trip

St. Michaels

— 2 nights
Start off your visit on the 24th (Fri): examine the collection at Chesapeake Bay Maritime Museum, then sample the fine beverages at Lyon Rum Distillery, and then take a tour by water with Boat Tours & Water Sports.

For more things to do, photos, traveler tips, and more tourist information, use the St. Michaels online trip builder.

Traveling by car from Cape Charles to St. Michaels takes 3 hours. Expect a daytime high around 80°F in September, and nighttime lows around 62°F. On the 25th (Sat), you'll travel to Annapolis.

Things to do in St. Michaels

Museums · Breweries & Distilleries · Tours · Outdoors

Annapolis

— 3 nights
Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S. history.
Change things up with these side-trips from Annapolis: The Adventure Park at Sandy Spring (in Sandy Spring), Six Flags America (in Bowie) and Live! Casino & Hotel Maryland (in Hanover). The adventure continues: learn about all things military at U.S. Naval Academy, contemplate the long history of Maryland State House, indulge your senses at Fishpaws Marketplace, and hike along Quiet Waters Park.

Plan my day in Annapolis using traveler tips and tourist information provided by Inspirock.

Getting from St. Michaels to Annapolis by car takes about 1.5 hours. Expect a daytime high around 78°F in September, and nighttime lows around 66°F. Wrap up your sightseeing by early afternoon on the 28th (Tue) to allow time for the car ride back home.

Things to do in Annapolis

Theme Parks · Casinos · Outdoors · Parks

Side Trips