New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Historical and Haunted Boston Adventure

Historical and Haunted Boston Adventure Itinerary

Last updated: 2024 Jun 14

Historic Boston Beginnings

Morning
Start your Boston adventure with a guided walking tour of the iconic Freedom Trail. Immerse yourself in the history of the American Revolution as you visit significant sites like the Massachusetts State House, Granary Burying Ground, and the Old South Meeting House.
Afternoon
After the trail, enjoy a slice of history with a visit to the Boston Tea Party Ships and Museum. Experience the interactive exhibits and reenactments that bring the events of 1773 to life. For lunch, indulge in the flavors of the North End with the Boston's North End Secret Food Tour.
Evening
As the sun sets, join the Boston After Dark at View Boston Observatory (Adults Only) experience. Enjoy panoramic views of the city lights and a drink as you reflect on the day's historical journey. For dinner, savor the ambiance and cuisine at Yvonne's, a restaurant with a storied past.
Bedtime
Find amazing hotels in Boston.

Harvard and Cambridge Exploration

Morning
Take a morning stroll through the prestigious grounds of Harvard University. Explore the campus at your own pace, and don't miss the opportunity to snap a photo with the John Harvard Statue.
Afternoon
For lunch, head to The Bell In Hand Tavern, one of the oldest taverns in the United States. Post-lunch, cross the Charles River to visit the innovative campus of Massachusetts Institute of Technology (MIT). Join a Massachusetts Institute of Technology Public Tour to gain insights into the cutting-edge research and architecture.
Evening
Return to Boston and enjoy a relaxing Historical Sightseeing Cruise along the waterfront. Learn about the city's maritime history and catch glimpses of notable landmarks from a unique perspective. For dinner, try the vibrant atmosphere and diverse menu at Tavern in the Square.
Bedtime
Find amazing hotels in Boston.

Spirits of Salem

Morning
Embark on a day trip to the nearby city of Salem, known for its witch trials and maritime history. Begin with a guided walking tour of the Salem Secrets of Salem Hidden History Walking Tour, uncovering the lesser-known stories of the city's past.
Afternoon
After the tour, satisfy your hunger with the Salem Boos and Brews Haunted Pub Crawl. Sample local brews and hear chilling tales as you visit haunted hotspots. For a more substantial meal, visit 4th Wall Restaurant & Bar for a unique dining experience.
Evening
Conclude your Salem visit with the Salem Night Tour Haunt and History Guided Night Tour. Walk the streets under the cover of darkness and listen to ghostly legends. Return to Boston and unwind with a late-night drink at Porters Bar and Grill.
Bedtime
Find amazing hotels in Boston.

Culinary and Cultural Delights

Morning
Begin with a visit to the Franklin Park Zoo, where you can enjoy a morning surrounded by wildlife and conservation efforts. Afterward, take a guided Delicious Donut Tour with Tastings through the city, sampling some of the best donuts Boston has to offer.
Afternoon
For lunch, head to Clarke's at Faneuil Hall for a classic American meal. Spend your afternoon exploring the vibrant Faneuil Hall Marketplace and the nearby Quincy Market, where you can shop for unique gifts and enjoy street performances.
Evening
Dine at Bostonia Public House, located in a historic building, and enjoy their modern American cuisine. After dinner, take a leisurely walk through the North End, also known as Little Italy, and savor the authentic Italian pastries and desserts.
Bedtime
Find amazing hotels in Boston.

Park, Pizza, and Pubs

Morning
Start your day with a guided tour of the iconic Fenway Park, home of the Boston Red Sox. Learn about the history of this legendary ballpark and get a behind-the-scenes look at one of the oldest venues in Major League Baseball.
Afternoon
After the tour, indulge in the North End Pizza Tour with 3 Slices and Cannoli. Sample some of the best pizza in the city and end with a sweet treat. Post-pizza, take a relaxing walk through the Charles River Esplanade, enjoying the scenery and maybe even a boat ride if the weather is nice.
Evening
For your final evening in Boston, experience the local pub scene with a pub crawl. Start at Mr. Dooley's Boston and make your way to Solas Irish Pub and The Black Rose, enjoying live music and the company of locals and fellow travelers.
Bedtime
Find amazing hotels in Boston.

Top Boston Travel Videos

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