New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Baltimore's Best: 5-Day City and Beyond Adventure

Baltimore's Best: 5-Day City and Beyond Adventure Itinerary

Last updated: 2024 Jun 14

Harbor Highlights and Historic Charm

Morning
Start your Baltimore journey with a hearty breakfast at Blue Hill Tavern, known for its upscale American cuisine. Afterward, take a leisurely stroll around the iconic Baltimore Inner Harbor, admiring the waterfront views and the historic ships at the USS Constellation.
Afternoon
For lunch, head to The Rusty Scupper Restaurant & Bar for a taste of their famous Maryland crab cakes. Spend your afternoon exploring the fascinating exhibits at the Baltimore National Aquarium and the interactive displays at the Maryland Science Center.
Evening
Dine at The Owl Bar, located in the historic Belvedere building, and enjoy their diverse menu. Afterward, take a guided ghost tour of Fell's Point, known for its cobblestone streets and haunted history. End the evening with a drink at The Outpost American Tavern, a local favorite.
Bedtime
Find amazing hotels in Baltimore.
Visit Baltimore Inner Harbor in Baltimore
star4.50

Baltimore Inner Harbor

Book Now
Visit Aiken-Rhett House in Baltimore
star4.69

USS Constellation

Book Now
next arrow

Historic Landmarks and Local Flavors

Morning
Start your day with breakfast at The Charles Baltimore, offering a cozy atmosphere and a variety of morning favorites. Then, immerse yourself in history at the Fort McHenry National Monument and Historic Shrine, the birthplace of the American national anthem, "The Star-Spangled Banner."
Afternoon
Enjoy a lunch with a view at The James Joyce Irish Pub & Restaurant, and then continue your historical journey at the Star-Spangled Banner Flag House, where the original flag that inspired the national anthem was made. Later, explore the exhibits at the Babe Ruth Birthplace & Museum, celebrating the life of the legendary baseball player.
Evening
For dinner, experience the vibrant atmosphere of Baltimore Little Italy and savor authentic Italian cuisine at Clock Restoration Bar & Kitchen. Afterward, take a leisurely walk through the neighborhood or enjoy a gelato at one of the local shops.
Bedtime
Find amazing hotels in Baltimore.
Visit Cancun Airport Luxury Private Van Transfer in Baltimore
star5.00

Fort McHenry National Monument and Historic Shrine

Book Now
Visit Star-Spangled Banner Flag House in Baltimore
star4.10

Star-Spangled Banner Flag House

Book Now
next arrow

Cultural Delights and Local Brews

Morning
Fuel up for the day with breakfast at Peter's Pour House, a neighborhood favorite. Then, start your morning with a visit to the American Visionary Art Museum, known for its unique and thought-provoking exhibits showcasing outsider art.
Afternoon
Enjoy a casual lunch at Mother's Federal Hill Grille, and then continue to the B&O Railroad Museum, where you can explore the history of American railroading. Afterward, take a relaxing walk in the beautiful Patterson Park, one of the oldest parks in Baltimore.
Evening
Dine at Wiley Gunters, a gastropub with a laid-back atmosphere and a great selection of beers. After dinner, enjoy a live performance at Medieval Times Baltimore, where you can step back in time and experience an evening of jousting, feasting, and merriment.
Bedtime
Find amazing hotels in Baltimore.
Visit American Visionary Art Museum in Baltimore

American Visionary Art Museum

Book Now
Visit B&O Railroad Museum in Baltimore
star3.20

B&O Railroad Museum

Book Now
next arrow

Local Charm and Hidden Gems

Morning
Start your day with a visit to the Edgar Allan Poe House & Museum, where the famous poet and writer once lived. Afterward, enjoy a breakfast at Slainte Irish Pub and Restaurant, offering a warm and welcoming Irish atmosphere.
Afternoon
Explore the vibrant neighborhood of Canton, known for its historic charm and lively waterfront. Have lunch at Don't Know Tavern, a local spot with a diverse menu. Afterward, take a relaxing cruise on the Baltimore Water Taxi, which offers a unique perspective of the city's landmarks.
Evening
For dinner, head to Wayward Bar & Kitchen, a trendy spot with a focus on local and seasonal ingredients. Afterward, enjoy the evening at Baltimore Federal Hill, known for its eclectic mix of shops, restaurants, and nightlife. Grab a drink at one of the local bars or enjoy a dessert at a nearby cafe.
Bedtime
Find amazing hotels in Baltimore.
Visit Edgar Allan Poe House & Museum in Baltimore

Edgar Allan Poe House & Museum

Book Now
Visit Canton in Baltimore
star4.89

Canton

Book Now
next arrow

Final Flings and Farewells

Morning
Enjoy a leisurely breakfast at Pickles Pub, a sports bar with a lively atmosphere. Then, spend your morning at the Baltimore Museum of Industry, learning about the city's industrial past and its impact on the region.
Afternoon
For lunch, visit Loch Bar - Baltimore, known for its seafood and waterfront views. Afterward, take a guided tour of the Sagamore Spirit Distillery, where you can learn about the process of making rye whiskey and enjoy some tastings.
Evening
Conclude your Baltimore adventure with a memorable dinner at Poets Modern Cocktails & Eats, offering a sophisticated dining experience. Afterward, take a relaxing evening cruise on the Spirit of Baltimore Dinner Cruise, enjoying the city lights and live entertainment as you bid farewell to Baltimore.
Bedtime
Find amazing hotels in Baltimore.
Visit Old Settlers’ Cemetery in Baltimore
star4.56

Baltimore Museum of Industry

Book Now
Visit Moss Mansion in Baltimore

Sagamore Spirit Distillery

Book Now
next arrow

Top Baltimore Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?