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. Step out of Cape Charles to go to Chincoteague Island and see Chincoteague National Wildlife Refuge, which is approximately 1h 30 min away. And it doesn't end there: take in the views from Chesapeake Bay Bridge-Tunnel, kick back and relax at Cape Charles Beach, and immerse yourself in nature at Kiptopeke State Park.

For more things to do, ratings, reviews, and tourist information, you can read our Cape Charles vacation planning site.

Richmond to Cape Charles is an approximately 2.5-hour car ride. September in Cape Charles sees daily highs of 80°F and lows of 66°F at night. Finish your sightseeing early on the 23rd (Thu) so you can travel to St. Michaels.
Parks · Nature · Wildlife · Beaches
Side Trip
Find places to stay Sep 21 — 23:
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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.
Museums · Breweries & Distilleries · Tours · Outdoors
Find places to stay Sep 23 — 25:
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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: Six Flags America (in Bowie), The Adventure Park at Sandy Spring (in Sandy Spring) 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.
Theme Parks · Museums · Casinos · Parks
Side Trips
Find places to stay Sep 25 — 28:
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