Boston Bliss: 5 Days of Family Fun

Discover the charm of Boston, where family adventures come to life.

19 July 2023

A family friendly trip to Boston, United States offers a diverse range of attractions and activities suitable for all ages. From the historic Freedom Trail, where kids can learn about American history while exploring the city's landmarks, to the Boston Children's Museum, which provides a fun and educational experience for children of all ages. Additionally, families can enjoy a leisurely walk along the picturesque Boston Harbor, visit the New England Aquarium, or catch a Red Sox game at the iconic Fenway Park.

Save and get deals

Travel plan

Getting latest place information
Day 1

Bostonian Beginnings

  • Check into the family-friendly Hotel ElevenMoons, where whimsical rooms are adorned with celestial-themed decor.
  • Fuel up for the day with a hearty breakfast at Flour Bakery, known for their famous sticky buns and delectable sandwiches.
  • Immerse yourselves in history at the Boston Tea Party Ships & Museum, where you can throw tea overboard and experience the 18th-century rebellion.
  • Stroll through the picturesque Public Garden, pausing to ride the iconic Swan Boats and admire the stunning floral displays.
  • Indulge in a traditional New England seafood feast at Legal Sea Foods, with their perfectly buttered lobster rolls and award-winning clam chowder.
  • End the day on a sweet note by treating your taste buds to Mike's Pastry, where cannolis burst with creamy fillings and leave you wanting more.
Day 2

Revolutionary Ramblings

  • Begin the day at The Breakfast Club, where fluffy pancakes and crispy bacon are the order of the morning.
  • Join a guided walking tour along the Freedom Trail, tracing the path of revolutionaries and gawking at landmarks like Paul Revere's House and the Old North Church.
  • Discover unique treasures at Faneuil Hall Marketplace, where street performers entertain as you shop for souvenirs and indulge in local treats.
  • Step into the hallowed halls of the Museum of Science, where hands-on exhibits and mind-boggling IMAX films await curious minds.
  • Dine at Union Oyster House, America's oldest continuously operating restaurant since 1826, and savor their renowned seafood platter.
  • Wrap up the day with an eerie ghost tour, delving into the city's dark past and spooky legends.
Day 3

Cultural Concoctions

  • Start the morning with a scrumptious brunch at South End Buttery, known for their mouthwatering eggs Benedict and flaky pastries.
  • Explore the exquisite art collection at the Isabella Stewart Gardner Museum, a Venetian-inspired palace filled with masterpieces and lush gardens.
  • Visit the kid-friendly Boston Children's Museum, where little ones can unleash their imagination and engage in hands-on play.
  • Take a leisurely pedal boat ride along the Charles River, basking in the scenic views of the city and feeling the invigorating breeze.
  • Satisfy your cravings at Quincy Market, with its diverse food stalls offering delectable cuisines from around the world.
  • End the day on a high note by catching a show at the legendary Boston Symphony Orchestra, where the symphonic melodies will transport you to another world.
Day 4

Harbor Highlights

  • Enjoy a delightful breakfast at The Paramount, specializing in fluffy omelets and crispy home fries.
  • Head to the New England Aquarium, where you can get up close and personal with playful seals, mesmerizing jellyfish, and majestic penguins.
  • Embark on a historic harbor cruise, learning about Boston's maritime past while enjoying breathtaking views of the city skyline.
  • Explore the charming streets of the North End, Boston's Little Italy, and indulge in authentic Italian cuisine at Trattoria di Monica.
  • Gear up for a thrilling night of laughter at Improv Asylum, where talented comedians will have you in stitches with their improvised comedy.
Day 5

Parks and Picnics

  • Start the day with a leisurely breakfast at Flour Bakery, savoring their flaky pastries and buttery croissants.
  • Spend a relaxing morning at the Arnold Arboretum, a sprawling botanical garden brimming with vibrant flowers, tranquil paths, and hidden nooks.
  • Pack a picnic and head to the Esplanade along the Charles River, finding the perfect spot to unwind and enjoy the picturesque scenery.
  • Rent bicycles and pedal your way through the historic Boston Common, taking in the sights and sounds of the city’s oldest park.
  • Splurge on a farewell dinner at Top of the Hub, an elegant restaurant offering panoramic views of the city skyline and delectable New American cuisine.

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: Budget-Friendly 3 Days of Fun & Culture

A trip to Boston on a limited budget can be a great way to experience this historic city. Visitors can explore the Freedom Trail, visit the Public Library, and enjoy a picnic in Boston Common. Low-cost accommodations can be found in areas like Back Bay and Cambridge, and a variety of budget-friendly dining options are available throughout the city.

Boston in a Day: History, Food, and Fun

Explore the rich history of the United States by visiting Boston. Tour the Freedom Trail and visit historical landmarks like Paul Revere's House, the Old North Church, and the USS Constitution. Experience the vibrant food scene by trying the famous clam chowder and lobster rolls.

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.

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.