25 days in Maryland & Miami Itinerary

25 days in Maryland & Miami Itinerary

Created using Inspirock United States route planner

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Route & dates

25 days in Maryland & Miami Itinerary

Start: Dallas
Fly + bus:  6​h 45​min
1
St. Michaels
— 2 nights
Drive:  1​h 30​min
2
Salisbury
— 2 nights
Drive:  2​h 30​min
3
Port Tobacco
— 2 nights
Drive:  2​h 15​min
4
Sharpsburg
— 3 nights
Drive:  2​h 45​min
5
Havre de Grace
— 3 nights
Drive:  1​h 15​min
6
Baltimore
— 5 nights
Fly:  5​h 15​min
7
Miami
— 6 nights
Fly:  5​h 45​min
End: Dallas

2
nights
St. Michaels

St. Michaels ©
On the 21st (Fri), take in the exciting artwork at Ouvert Gallery and then view the masterpieces at Ouvert Gallery. Get ready for a full day of sightseeing on the 22nd (Sat): browse the exhibits of Jefferson Patterson Park & Museum, then admire the masterpieces at Bruce Snake Gabrielson's Surf Art Gallery and Museum, then get engrossed in the history at Old Wye Grist Mill, and finally examine the collection at St. Michael's Museum.

To see maps, other places to visit, where to stay, and more tourist information, you can read our St. Michaels route builder website .

Dallas to St. Michaels is an approximately 7-hour combination of flight, shuttle, and taxi. You can also drive; or do a combination of bus and taxi. Traveling from Dallas to St. Michaels, you'll lose 1 hour due to the time zone difference. In December, St. Michaels is a bit cooler than Dallas - with highs of 50°F and lows of 36°F. Finish up your sightseeing early on the 23rd (Sun) so you can travel to Salisbury.

Things to do in St. Michaels

Museums Parks Nature

Side Trips

Harriet Tubman Underground Railroad National Historical Park, Choptank River Lighthouse, Jefferson Patterson Park & Museum, The Oxford Museum, Bruce Snake Gabrielson's Surf Art Gallery and Museum
Highlights from your plan

2
nights
Salisbury

Salisbury ©
Salisbury is a city in and the county seat of Wicomico County, Maryland, United States, and the largest city in the state's Eastern Shore region. Start off your visit on the 24th (Mon): see the interesting displays at Ward Museum of Wildfowl Art, view the masterpieces at Bishop's Stock Fine Art, Craft & Wine, then browse the exhibits of Calvin B. Taylor House Museum, and finally see the interesting displays at Eastern Shore Baseball Hall of Fame Museum. Get ready for a full day of sightseeing on the next day: examine the collection at Julia A. Purnell Museum, see the interesting displays at Delmarva Discovery Center, and then examine the collection at Crisfield Heritage Foundation.

To plan Salisbury vacation without wasting time, ask Inspirock to design an itinerary.

Drive from St. Michaels to Salisbury in 1.5 hours. In December, daily temperatures in Salisbury can reach 53°F, while at night they dip to 34°F. Cap off your sightseeing on the 25th (Tue) early enough to travel to Port Tobacco.

Things to do in Salisbury

Museums Historic Sites Shopping

Side Trips

Snow Hill, Crisfield Heritage Foundation, Calvin B. Taylor House Museum, Delmarva Discovery Center
Highlights from your plan
Calvin B. Taylor House Museum ©
Calvin B. Taylor House Museum
Delmarva Discovery Center ©
Delmarva Discovery Center

2
nights
Port Tobacco

Port Tobacco ©
Port Tobacco, officially Port Tobacco Village, is a town in Charles County, in southern Maryland, United States. Kick off your visit on the 26th (Wed): stroll through Leonardtown Wharf Park, view the masterpieces at North End Gallery, then take an in-depth tour of Maryland Veterans Memorial Museum, and finally steep yourself in history at Historic Port Tobacco Village. Get ready for a full day of sightseeing on the 27th (Thu): browse the exhibits of Sotterley Historic Plantation, take an in-depth tour of Old Jail Museum, then immerse yourself in nature at St. Clement's Island, and finally take in the architecture and atmosphere at Saint Ignatius Church.

Plan my Port Tobacco trip by asking Inpirock to come up with tips and suggestions.

Getting from Salisbury to Port Tobacco by car takes about 3 hours. In December, daytime highs in Port Tobacco are 50°F, while nighttime lows are 35°F. Finish up your sightseeing early on the 27th (Thu) so you can travel to Sharpsburg.

Things to do in Port Tobacco

Museums Historic Sites Parks

Side Trips

Leonardtown, St. Clement's Island State Park, Sotterley Historic Plantation, Maryland Veterans Memorial Museum
Highlights from your plan
North End Gallery ©
North End Gallery
Sotterley Historic Plantation ©
Sotterley Historic Plantation
Maryland Veterans Memorial Museum ©
Maryland Veterans Memorial Museum

3
nights
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Your inner history buff will appreciate Antietam National Battlefield and South Mountain State Battlefield. C&O Canal National Historical Park and Brunswick Heritage Museum will appeal to museum buffs. There's still lots to do: contemplate the long history of Tolson's Chapel, appreciate the history behind Gen. Robert E. Lee's Headquarters Monument, get engrossed in the history at Rural Heritage Museum, and stroll the grounds of Antietam National Cemetery.

To see reviews, where to stay, ratings, and other tourist information, read our Sharpsburg trip planner .

Drive from Port Tobacco to Sharpsburg in 2.5 hours. Traveling from Port Tobacco in December, you can expect nighttime temperatures to be a bit cooler in Sharpsburg, with lows of 30°F. Wrap up your sightseeing on the 30th (Sun) early enough to travel to Havre de Grace.

Things to do in Sharpsburg

Historic Sites Parks Nature

Side Trips

C&O Canal National Historical Park, Pry House Field Hospital Museum, Washington County Rural Heritage Museum, Brunswick Heritage Museum, South Mountain State Battlefield
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Tolson's Chapel ©
Tolson's Chapel
C&O Canal National Historical Park ©

3
nights
Havre de Grace

Havre de Grace ©
Havre de Grace, abbreviated HdG, is a city in Harford County, Maryland, situated at the mouth of the Susquehanna River and the head of Chesapeake Bay. Let the collections at Historical Society of Kent County and Havre de Grace Decoy Museum capture your imagination. Get a sense of the local culture at Eden Mill Nature Center and Crow Farm and Vineyard and Winery. When in Havre de Grace, make a side trip to see C&D Canal Museum in Chesapeake City, approximately 34 minutes away. The adventure continues: enjoy the sea views from Concord Point Lighthouse, take in the views from Gilpins Covered Bridge, learn about winemaking at Mount Felix Vineyard & Winery, and examine the collection at Steppingstone Museum.

To find maps, other places to visit, more things to do, and other tourist information, you can read our Havre de Grace tour builder website .

Traveling by car from Sharpsburg to Havre de Grace takes 2 hours. In December, daytime highs in Havre de Grace are 46°F, while nighttime lows are 33°F. Finish your sightseeing early on the 2nd (Wed) so you can travel to Baltimore.

Things to do in Havre de Grace

Museums Wineries Historic Sites

Side Trips

Chesapeake City, Historical Society of Kent County, Crow Farm and Vineyard and Winery, Gilpin's Falls Covered Bridge, Eden Mill Nature Center
Highlights from your plan
Historical Society of Kent County ©
Historical Society of Kent County
Eden Mill Nature Center ©
Eden Mill Nature Center
Havre de Grace Decoy Museum ©
Havre de Grace Decoy Museum

5
nights
Baltimore

Baltimore ©
A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Get in touch with nature at Audubon Naturalist Society Woodend Sanctuary and Fort McHenry National Monument. Saint Alphonsus Church and Wat Thai of Washington, D.C. will appeal to history buffs. Change things up with these side-trips from Baltimore: Jerusalem Mill and Village (in Kingsville), College Park Aviation Museum (in College Park) and Riversdale House Museum (in Riverdale Park). Next up on the itinerary: try your luck at Horseshoe Casino, take an in-depth tour of Howard County Historical Society Museum, learn about all things military at U.S. Naval Academy, and examine the collection at Hubert V. Simmons Museum of Negro Leagues Baseball, Inc..

To see traveler tips, photos, and other tourist information, use the Baltimore trip tool .

Traveling by car from Havre de Grace to Baltimore takes an hour. In January, daytime highs in Baltimore are 42°F, while nighttime lows are 29°F. Wrap up your sightseeing on the 7th (Mon) to allow time to travel to Miami.

Things to do in Baltimore

Museums Historic Sites Parks

Side Trips

Annapolis, Howard County Historical Society Museum, National Electronics Museum, College Park Aviation Museum, Glenn L. Martin Maryland Aviation Museum
Highlights from your plan
U.S. Naval Academy ©
U.S. Naval Academy
Fort McHenry National Monument ©
Fort McHenry National Monument
The Walters Art Museum ©
The Walters Art Museum

6
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Step out of the city life by going to Shark Valley and Nine Mile Pond Canoe Trail. Popular historic sites such as Lincoln Road and Saint Francis de Sales Catholic Church are in your itinerary. Explore Miami's surroundings by going to Henry Morrison Flagler Museum (in Palm Beach), Everglades National Park (Pineland Trail, Anhinga Trail, & more) and Bonnet House Museum and Gardens (in Fort Lauderdale). The adventure continues: take a stroll through Art Deco Historic District, explore the world behind art at Lowe Art Museum, steep yourself in history at Barnacle State Historic Site, and see the interesting displays at Vizcaya Museum and Gardens.

To see reviews, maps, and other tourist information, use the Miami trip planner .

You can do a combination of flight and tram from Baltimore to Miami in 5.5 hours. Alternatively, you can do a combination of train, flight, and tram; or drive. Traveling from Baltimore in January, things will get warmer in Miami: highs are around 77°F and lows about 63°F. Finish your sightseeing early on the 14th (Mon) so you can travel back home.

Things to do in Miami

Parks Museums Outdoors

Side Trips

Miami Beach, Everglades National Park, Lowe Art Museum, Habatat Galleries, Henry Morrison Flagler Museum
Highlights from your plan
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
Shark Valley ©
Shark Valley
Anhinga Trail ©
Anhinga Trail

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