Experience the Best of Boston in 4 Days

Discover the charm and history of Boston, one step at a time.

03 May 2023

Boston, United States is one of the oldest cities in America, packed with rich history and culture, making it an ideal tourist destination. From the legendary Freedom Trail to the iconic Fenway Park, it's impossible to miss the city's iconic landmarks. You can't miss indulging in world-famous clam chowder while exploring picturesque cobblestoned streets.

Save and get deals

Travel plan

Getting latest place information
Day 1

Arrival and Exploration

  • Check into The Verb Hotel, a retro-chic place where rock legends once stayed.
  • Walk around the Fenway-Kenmore neighborhood and visit the iconic Fenway Park.
  • Indulge in delicious seafood at Island Creek Oyster Bar for lunch.
  • Take a relaxing stroll in the Boston Public Garden and see the famous Swan Boats.
  • Explore the historic Freedom Trail and learn about Boston's revolutionary past.
  • End the day with craft cocktails and a rooftop view at Lookout Rooftop Bar.
Day 2

Museums and Markets

  • Start the day with a decadent brunch at The Friendly Toast.
  • Visit the Museum of Fine Arts and admire the world-class art collection.
  • Head over to the bargain-hunter's paradise at Quincy Market and try the famous lobster rolls.
  • Experience the Italian-American culture in the North End and feast on the best cannoli at Mike's Pastry.
  • Unwind at Harpoon Brewery and enjoy their selection of craft beers.
  • Satisfy late-night cravings at the famous Tasty Burger joint.
Day 3

Harbor Islands and Big Screen

  • Take a ferry to the Boston Harbor Islands and enjoy the scenic view of the city.
  • Explore the historic Fort Warren and marvel at the architecture and history.
  • Head back to the city for lunch at Neptune Oyster, home of the best lobster roll in Boston.
  • Catch a movie at the iconic Coolidge Corner Theatre, a vintage cinema with a cozy feeling.
  • Bask in the elegance of the Boston Symphony Orchestra and enjoy a concert at Symphony Hall.
  • Satisfy a sweet tooth with the delicious gelato at Amorino Gelato.
Day 4

University Charm and Skyline Views

  • Explore the vibrant Harvard University campus and get lost in the history and culture.
  • Have lunch at Mr. Bartley's Burger Cottage, a student's favorite spot.
  • Visit the iconic MIT campus and see the futuristic architecture.
  • Enjoy the stunning view of the skyline while sipping cocktails at Skywalk Observatory.
  • Experience the thrilling vibe of Quincy Square and enjoy the nightlife.
  • End the trip with a slice of heaven at Modern Pastry.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

How to get there

Plane

The best way to get to Boston by plane is to fly into Boston Logan International Airport, which is located just 3 miles from downtown Boston. Major airlines such as American Airlines, Delta, United, JetBlue, and Southwest all service this airport from cities across the United States and around the world.

Car

Driving to Boston is an option if you live within a few hours of the city. However, be aware that parking in Boston can be expensive and difficult to find. If you do decide to drive, the easiest way to get into the city is via I-93 or I-90.

Train

While there are train stations in Boston, it may not be the most efficient way to get there. However, if you are coming in from other parts of Massachusetts or the Northeast Corridor, Amtrak offers service to Boston's South Station and Back Bay Station.

Boat

While Boston is located on the coast, taking a boat may not be the easiest or most efficient way to get there. However, there are ferry services from nearby islands, such as Martha's Vineyard and Nantucket, that dock in Boston's Long Wharf area.

Bus

A great way to get to Boston is by bus. Greyhound and Peter Pan Bus Lines both offer service to Boston from cities across the United States. The main bus station in Boston is the South Station Bus Terminal, which is located in the heart of the city.

Destination

Boston

Welcome to a city where beans are baked, tea is dumped and accents are wicked awesome. Boston, home to both the Red Sox and the Cheers bar, is waiting to charm you with its unique blend of history and humor.

 Save and get deals

Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Boston on a Budget: Sights and Bites

Boston is an exciting city to explore on a limited budget. Visitors can walk the Freedom Trail, a 2.5-mile historic path through the city's key historic sites. Other budget-friendly activities include visiting the Boston Public Library, strolling through the Boston Common, and taking a self-guided tour of the Harvard campus.

Weekend Wanderlust: A Boston Adventure Guide

A trip to Boston, United States as a tourist offers a unique blend of historic landmarks and contemporary attractions. Walking the Freedom Trail brings history to life, while dining on fresh seafood and shopping in trendy boutiques provide modern-day experiences. Whether taking in a ballgame at Fenway Park or wandering through the Museum of Fine Arts, Boston offers something for everyone to enjoy.

5-Day Boston Adventure: History, Food, and Fun

Boston, United States is a one-of-a-kind destination that's perfect for tourists seeking a unique and vibrant experience. This historic city boasts a plethora of famous landmarks, such as the Freedom Trail, the USS Constitution Museum, and Fenway Park. Additionally, visitors can enjoy delicious food, exciting shopping, and a lively nightlife scene during their trip to Boston.

5-Day Romantic Getaway: Fall in Love with Boston

Boston is a charming city with rich history and plenty of romantic attractions. Visit the picturesque Beacon Hill neighborhood and stroll hand-in-hand among the colorful historic houses. Enjoy a sunset sail on the iconic Charles River or indulge in a cozy dinner at one of the many intimate restaurants in the North End.