The Best of Boston: Private Half-Day Highlights Driving Tour

Boston , United States

The Best of Boston: Private Half-Day Highlights Driving Tour

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About this experience

See the best of Boston from one end of the city to the other on this private, half-day driving highlights tour.

If you are arriving in Boston with no idea where to start or how to orient yourself, then this is the perfect tour – full of the historic spots in the city, along with a thorough overview of the city itself.

You’ll get the feel of the city, and your guide will help you plan out a list of places you should return to and spend time at your own pace – helping you choose the best from the city’s eclectic food scene to its famous beer brewing industry.

If you have been to Boston before, but still want to be refreshed on the city, then your guide will happily tailor the tour on the day with you to slow down the pace, skip sites you’ve already seen, and to further explore places which pique your interest.

Whether it’s the summer heat, the winter chill, or simply wanting a day to give your feet a rest, this driving tour is the perfect way to explore Boston.

Available options

The Best of Boston: Private Half-Day Highlights Driving Tour

Pickup included

What's included

Private transportation including hotel pick up and drop off

Plenty of time to take photos of your favourite places

A friendly, professional English-speaking tour guide for your own private group

Detailed itinerary

Stop 1

Drive along Boston’s Freedom Trail, and see its highlights including the Massachusetts State House, Boston Common, and Faneuil Hall.

Stop 2

Enjoy stops along the route, which include Paul Revere’s House and the USS Constitution.

Explore Bunker Hill, where your guide will unpack the events which led up to the Revolutionary War and the battles which took place in and around the city.

Stop 4

Visit four historic districts in the city, including the Italian North End and Back Bay.

Stop 5

See where the city’s beloved Red Sox play at Fenway Park.

Enjoy an easy drop-off somewhere central in the city of your choosing or back at your hotel. Simply talk it over with your guide on the day of your tour.

What's not included

Food and drink

Gratuities

Tickets to attractions

Available languages

Guide guide

Reviews breakdown

Viator 5.0

2 reviews

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Important information

Suitable for all physical fitness levels

Meeting point

Hotel pick-up is available upon request. Please note that if you do not provide your hotel information, your guide will meet you at Flour Bakery and Cafe, 12 Farnsworth St, Boston, MA 02210.

About Boston

Boston, one of the oldest cities in the United States, is rich in history, culture, and education. Known for its significant role in the American Revolution and its prestigious universities, Boston offers a unique blend of historic charm and modern vibrancy.

Top Attractions

Freedom Trail

A 2.5-mile (4 km) walking route that passes 16 locations significant to the history of the United States, including churches, meeting houses, burying grounds, museums, and historic markers.

Historical 3-4 hours Free to walk the trail; individual attractions may have admission fees

Fenway Park

Home to the Boston Red Sox, Fenway Park is the oldest ballpark in Major League Baseball and a must-visit for sports fans and history buffs alike.

Sports/Historical 1-3 hours (tour or game) Tour: $20-$25; Game tickets: $30-$200+

Boston Common

America's oldest public park, Boston Common is a central gathering place for both locals and visitors, offering green spaces, walking paths, and seasonal activities.

Parks/Historical 1-2 hours Free (Swan Boats: $4-$5 per ride)

Museum of Fine Arts (MFA)

One of the most comprehensive art museums in the world, the MFA houses nearly 450,000 works of art, ranging from ancient Egyptian to contemporary.

Museum 2-4 hours $27 (adults), free for children under 17

Boston Harbor Islands National Recreation Area

A group of islands in Boston Harbor offering outdoor recreation, historic sites, and stunning views of the city skyline.

Nature/Historical Half-day to full-day trip $5-$15 per person, depending on the island and activities

Must-Try Local Dishes

Clam Chowder

A creamy, hearty soup made with clams, potatoes, onions, and sometimes bacon or salt pork. Boston-style clam chowder is typically made with milk or cream and is served with oyster crackers.

Soup Contains dairy and sometimes pork; vegetarian and vegan versions are available at some restaurants.

Lobster Roll

A buttered, toasted split-top roll filled with lobster meat, usually dressed with mayo or butter. Some versions include celery or other vegetables for added crunch.

Sandwich Contains shellfish and may contain dairy or eggs; gluten-free buns may be available at some restaurants.

Boston Cream Pie

A layered dessert consisting of sponge cake filled with custard or cream and topped with chocolate glaze. It's the official dessert of the Commonwealth of Massachusetts.

Dessert Contains dairy, eggs, and gluten; vegan and gluten-free versions may be available at some restaurants.

Oysters

Boston is known for its fresh oysters, which can be found at many seafood restaurants and raw bars. They are typically served on the half-shell with various toppings or sauces.

Appetizer Contains shellfish; vegan and vegetarian options may be available at some restaurants.

Popular Activities

Hiking in the Blue Hills Reservation Kayaking or paddleboarding in the Charles River Biking along the Charles River Esplanade Rock climbing at Brooklyn Boulders Picnicking in the Boston Common or Public Garden Strolling along the Charles River Esplanade Enjoying a spa day at one of Boston's many luxury spas Reading a book at the Boston Public Library

Best Time to Visit

Late spring to early fall (May to October)

This is the best time to visit Boston for pleasant weather and outdoor activities. The city is vibrant with festivals and outdoor events.

10°C to 25°C (50°F to 77°F) 50°F to 77°F

Practical Information

Language

Official: English
Widely spoken: Spanish, Chinese, Portuguese, French, Italian
English: Widely spoken

Currency

US Dollar (USD)

Time Zone

Eastern Standard Time (EST) (UTC-5) or Eastern Daylight Time (EDT) (UTC-4) during daylight saving time

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Boston is generally a safe city for travelers, with a low crime rate and a strong police presence. However, as with any major city, it's important to be aware of your surroundings and take precautions to ensure a safe and enjoyable visit. Some areas of the city, such as certain neighborhoods in Dorchester, Roxbury, and Mattapan, have higher crime rates and should be avoided, especially at night.

Important Precautions:

• Be aware of your surroundings and keep valuables secure, especially in crowded tourist areas and on public transportation
• Use licensed taxis or rideshare services, and always check the fare before starting your journey
• Be cautious of strangers approaching you with petitions or surveys, and avoid sharing personal information

Getting there

By air

Logan International Airport • 3 miles (5 km) from city center

By train

South Station, North Station

By bus

South Station, Logan Airport

Getting around

Public transport

The MBTA subway system is efficient and affordable, with four main lines (Red, Blue, Green, and Orange) connecting major attractions and neighborhoods.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Downtown/Financial District Back Bay North End South End Fenway-Kenmore Beacon Hill

Day trips

Salem

16 miles (26 km) from Boston • Half-day to full-day trip

A historic coastal city known for its connection to the Salem Witch Trials of 1692. Salem offers a mix of historic sites, museums, and waterfront activities.

Lexington and Concord

10-15 miles (16-24 km) from Boston • Full-day trip

Two historic towns that played significant roles in the American Revolution. Lexington and Concord offer a mix of historic sites, museums, and scenic walking trails.

Cape Cod

60-80 miles (97-129 km) from Boston, depending on the destination • Full-day trip or overnight stay

A popular summer destination known for its beautiful beaches, charming coastal towns, and outdoor recreation. Cape Cod offers a mix of relaxation and adventure.

Festivals

Boston Harbor Hotel Chowder Festival • October (annual) Boston Pride • June (annual) Boston Film Festival • September (annual)

Pro tips

Visit the Freedom Trail early in the morning or on a weekday to avoid crowds and enjoy a more peaceful experience
Take advantage of free or discounted admission days at museums and other attractions, such as the Museum of Fine Arts' free Wednesday evenings or the Boston Public Library's free exhibits and events
Explore Boston's diverse neighborhoods, each with its own unique character, history, and attractions
Try local specialties, such as clam chowder, lobster rolls, and Boston cream pie, at historic and iconic eateries like Union Oyster House, Neptune Oyster, and Mike's Pastry
Attend a Red Sox game at Fenway Park, one of the most iconic and historic baseball stadiums in the world