Group Itineraries
Group Travel

Rails, Sails, Tales & Fishtails

Four-day tour of Baltimore and Annapolis



Featured Places

This historic seaport is the unofficial center of it all in Baltimore, with museums, shopping and culinary hotspots.
Baltimore Inner Harbor at Night by Mitch Lebovic
Image Credit: Mitch Lebovic
Cruise up in your boat to Ego Alley, or come on foot and marvel at the beautiful boats.
Ego Alley in Annapolis
Watch battle reenactments at Fort McHenry in Baltimore.
Fort McHenry National Monument & Historic Shrine

Rails, Sails, Tales & Fishtails

Day 1:

Arrive in the Baltimore area, check into hotel.  Enjoy an evening dinner cruise on Spirit of Inner Harbor.

Day 2:

Start your day with a Narrated City Tour to hear some of the city’s best known stories and see some local movie and television sites.  Enjoy a memorable tour highlighting the city during its growth and see the statuary and historic homes in Mount Vernon Place, the Basilica of the Assumption and Edgar Allan Poe’s grave.  Visit the B & O Railroad Museum. Baltimore is the birthplace of American Railroading and the B& O has an amazing collection of engines in their roundhouse and outside. Then enjoy a brief train ride, before heading over to Camden Yards.  Lunch at Dempsey’s, overlooking the Camden Yards Baseball Field, before a behind the scenes tour at Oriole Park at Camden Yards, one of the most replicated baseball stadiums in America and home of the Baltimore Orioles. Enjoy a leisurely stroll through the birthplace of George Herman “Babe” Ruth, discovering legendary details and uncovering a piece of baseball’s past at the Babe Ruth Birthplace Museum.  Next is dinner at Phillip’s Seafood Restaurant

Day 3:

Noon Formation at U.S. Naval Academy - AnnapolisAfter breakfast, travel to Annapolis, on the shore of the Chesapeake Bay.  Let an Annapolis Tours by Watermark attired guide take you back to the 18th century. They will lead you through the Old Senate Chamber, in the Maryland State Capital Building, where in 1783 George Washington resigned as Commander-in-Chief. Continuing through the historic area, on your way to the U.S. Naval Academy (USNA), you pass many 18th-century mansions and learn about the significance of their architecture.  In the shadows of these buildings, your guide will share with you some history of the famous statesmen that built these magnificent structures. Your visit will include the Naval Chapel, the Crypt of John Paul Jones and Bancroft Hall. During the academic year, you many view the Noon Meal Formation of the midshipmen; weather and schedule permitting. Plan to eat at the Dry Dock Restaurant, the sandwich shop favorite of the midshipmen. Take a Watermark Cruise in the afternoon to see the shores of the USNA and Annapolis Harbor.   Enjoy getting on the water and catching a glimpse of the Chesapeake Bay Bridge. This 40-minute cruise is the perfect ending to a day in Annapolis. Dinner and a show at Toby’s Dinner Theatre.

Day 4:

Start your day at Fort McHenry National Monument & Shrine.  After watching the film, your group will see “where our flag still waved” after the British bombardment.  You will feel the impact of those special words as you catch site of the flag flying high over the fort. When weather permits, a grand 30’ x 42’ flag flies above the fort; perhaps your group can assist with switching flags for the day at 9:30.  Explore the National Aquarium in Baltimore  with more than 15,000 specimens of aquatic life, including species of fish, birds, amphibians, reptiles, and mammals living in award-winning, naturalistic habitats.  The Blacktip Reef exhibit replicates a saltwater Indo-Pacific ocean habitat with creatures new to the aquarium, such as blacktip reef sharks, whiptail rays and wobbegong sharks. 

Featured Places
Baltimore Spirit Cruises
561 Light St
Baltimore, MD 21202
Washington Monument and Mount Vernon Place
699 North Charles St
Baltimore, MD 21201
Westminster Hall
515-519 W. Fayette St
Baltimore, MD 21201
Round House at the B&O Railroad Museum
901 W Pratt St
Baltimore, MD 21223
Loaded burger, fries and a pickle
c/o Oriole Park at Camden Yards
Baltimore, MD 21201
Oriole Park at Camden Yards
333 W Camden St
Baltimore, MD 21201
Babe Ruth's birthplace
216 Emory St
Baltimore, MD 21230
Phillips Seafood-Baltimore Inner Harbor signage
601 E. Pratt St
Baltimore, MD 21202
Watermark Tour Boat
1 Dock St
Annapolis, MD 21401
Visitor Center in fall
52 King George St
Annapolis, MD 21402
Fort McHenry National Monument & Historic Shrine
2400 E Fort Ave
Baltimore, MD 21230
National Aquarium in Baltimore
501 E Pratt St
Baltimore, MD 21202
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