10 Classic touristy things to do in Boston
Topics Covered:
History/Art
The Freedom Trail: Discover Boston's historic past
Boston Duck Tour: A fun ride through history on land and water
Get charmed in Salem: Explore the spooky and historical side of New England
Isabella Gardner Museum: A masterpiece of art and architecture
Food
Savor a lobster roll in Rockport: A coastal delight you shouldn’t miss
North End food tour: A culinary journey through Boston’s Little Italy
Family Fun
Boston is a city that combines its rich historical roots with a vibrant, modern flair- believe me, there is something for everyone here. Whether planning a visit or considering relocating, here's your ultimate guide to 10 classic touristy things that will make your time in Boston unforgettable.
I spent hours sifting through blogs, forums, and Reddit posts so you don’t have to!
Here are 10 classic places to visit in Boston.
History and Art
1. The Freedom Trail: Discover Boston's historic past
Explore Boston's rich history by walking the famous Freedom Trail, a 2.5-mile route that takes you through 16 historically significant sites that tell the story of the American Revolution.
Freedom Trail Walking Tour
The Freedom Trail provides an unforgettable experience for history buffs or simply those who enjoy a good walk. This well-marked path spans 2.5 miles and includes 16 historically significant sites, taking you through Boston's colonial past, from early settlement to key moments in the American Revolution. The storytelling and adventure will captivate you as you explore landmarks such as the Massachusetts State House, the site of the Boston Massacre, and the USS Constitution. Whether on a self-guided walk or a tour led by costumed characters, the Freedom Trail immerses visitors in the rich history of the country's founding.
Best time to visit: Year-round tour, but Spring to Fall (April to October) provides the best weather that makes outdoor walking enjoyable.
Location & access: The Freedom Trail begins at the Boston Common before making its way through the city. Here is a map that I’ve created!
Cost: Free if self-guided; some landmarks may charge entrance fees. thefreedomtrail.org offers guided tours starting at $17 for adults, with various discounts available.
Recommendations:
Consider a guided tour - you’ll get a costumed guide!
Be in comfortable walking shoes - the trail can take 2-3 hours to complete.
More information: Visit the Freedom Trail Foundation’s website.
History and Art
2. Boston Duck Tour: A fun ride through history on land and water
In one unique tour, you'll see Boston's iconic downtown landmarks from both land and water! This Boston Duck Tour is a must-do for first-time visitors, providing a quirky and informative way to discover the city.
Boston Duck Tour
Why choose between land and water when the Boston Duck Tour allows you to experience both? Aboard a World War II-style amphibious "Duck" vehicle, and helmed by a "ConDUCKtor", you'll experience a fully narrated, guided tour of Boston's most iconic sites, including the Boston Common, Beacon Hill, and Copley Square. The 2nd half of the tour would take you onto the Charles River for breathtaking views of Boston's skyline.
Best time to visit: Duck Tours begin on the first day of spring, and the last regularly scheduled tour is the Sunday following Thanksgiving (28 Nov). It only runs from the Prudential Center on Fridays, Saturdays, and Sundays in December through the Sunday before Christmas.
Location & access: Tours have 3 departure locations that are conveniently close to public transportation. Select a departure location for information about tour times.
Cost: $52.99 for an adult. Look out for special offers and hotel packages.
Recommendations:
Dress warm if visiting in later months - the Duck has open sides so you’ll be exposed to the elements.
It’s worth combining the Duck Tour with a visit to one of its starting points, such as the New England Aquarium or the Museum of Science for a full day of entertainment!
More information: Visit Boston Duck Tours’ official website.
History and Art
3. Get charmed in Salem: Explore the spooky and historical side of New England
Salem MA (there’s a Salem NH not far), is famous for its witch trial history, but it offers much more than spooky attractions. This vibrant seaside town blends history, mystery, and modern culture. Whether you're captivated by its year-round Halloween vibes or exploring charming cafes, historic homes, and waterfront views, a day in Salem guarantees a memorable experience.
Get charmed in Salem
Salem’s charm lies in its rich history and eclectic attractions. While the witch trials of 1692 draw visitors from around the world, the town also boasts beautiful architecture, maritime history, and a lively arts scene. Explore a mix of the mystical and historical as you wander the streets, from witch-themed museums to classic New England landmarks. The restaurant scene is thriving - for a sensory delight, try The Ledger, which is a restaurant housed in a former Salem Savings Bank building (circa 1818).
Best time to visit: Visit in October to experience Salem’s peak Halloween festivities, but beware that crowds (and traffic) can get overwhelming. For a less feverish experience, try late spring or early fall.
Location & access: Salem is easily accessible from Boston; a 35-minute commuter train ride from North Station. Alternatively, consider taking the scenic Salem Ferry for beautiful coastal views. The city is walkable, with most attractions concentrated in the historic downtown area.
Cost: Free.
Recommendations:
Witchy Things to Do
Salem Witch Museum has a dramatic take on the witch trials, and explore the Witch House, where Judge Corwin lived.
Join a Witch City Walking Tour to explore the town’s haunted history or opt for a spooky ghost tour at night.
Swing by Hex Old World Witchery for potions and tarot readings!
If you’re in town in October, the Salem Psychic Fair & Witches' Market is a must for unique shopping and mystical experiences!
Non-Witchy Things to Do
Explore the Peabody Essex Museum for a mix of global art and culture, then take a stroll along the Historic Derby Wharf for beautiful harbor views.
Admire the stunning Federal-style mansions on Chestnut Street, especially in the fall when the leaves change.
Treat yourself to a meal at Ledger Restaurant and Bar, a former bank vault turned restaurant, where you can enjoy some creative dishes in a vibrant setting.
Finish your day at Pickering Wharf for dining and shopping in cozy cafes and unique boutiques!
More information: Visit https://www.salem.org/
History and Art
4. Isabella Stewart Gardner Museum: A masterpiece of art and architecture
The Isabella Stewart Gardner Museum, one of Boston's most unique museums, welcomes visitors to explore art, history, and culture. From its breathtaking courtyard to its extensive art collection, this museum is a must-see for both art enthusiasts and curious visitors.
Isabella Stewart Gardner Museum
The Isabella Stewart Gardner Museum is essential for art lovers, blending history, art, and mystery. Housed in a Venetian-style palace with an enchanting indoor garden, the museum features over 7,500 works of European, Asian, and American art. The verdant courtyard showcases ten seasonal displays that reflect Isabella Stewart Gardner’s passion for gardening. She stipulated that her collection remains as she arranged it, providing insight into her unique curatorial style. Additionally, the museum is notable for the unsolved 1990 art heist, making it a compelling destination for both art and mystery enthusiasts.
Best time to visit: Spring and summer.
Location & access: Located in Boston’s Fenway-Kenmore neighborhood, the museum is accessible by public transportation, including the Green Line (E) to the Museum of Fine Arts stop and bus routes 8, 19, and 60. Parking for private vehicles is available, though very limited.
Cost: $22 for adults, with discounts available for seniors and students. Children under 17 are free with a ticket. Reservations highly recommended.
Recommendations:
Watch This Is a Robbery: The World's Biggest Art Heist on Netflix prior to your visit for a sense of the drama that unfolded during the infamous 1990 art heist- those 13 art pieces that were stolen are still missing!
Book a themed guided tour.
More information: Visit the Isabella Stewart Gardner Museum's official website.
Food
1. Savor a Lobster Roll in Rockport: A coastal delight you shouldn’t miss
Rockport is known not only for its beautiful coastal views but for also serving some of New England's best lobster rolls. No trip to this charming seaside town is complete without sampling this fresh, local delicacy.
Savor a Lobster Roll in Rockport
Rockport provides a quintessential New England experience, famous for its exceptional lobster rolls. This charming seaside village, just north of Boston, is ideal for savoring a fresh lobster roll on a buttered, toasted bun—served cold with mayonnaise or warm with melted butter. Local favorites like Roy Moore Lobster Co. and The Lobster Pool offer unforgettable flavors and stunning views of the Atlantic, making Rockport a must-visit for seafood enthusiasts and those seeking an authentic coastal experience.
Best time to visit: May, when lobsters are generally at their firmest and meatiest after the cold weather months according to this website.
Location & access: Rockport is about an hour north of Boston by car or commuter rail. Most lobster roll restaurants are within walking distance of Bearskin Neck.
Cost: Varies by season and pound!
Recommendations:
Catch a sunset at The Lobster Pool. Enjoy your roll while taking in stunning views over the water—it's a must-see!
Explore the unique shops and art galleries in Bearskin Neck. You'll find one-of-a-kind treasures and local artwork that make great souvenirs!
More information: Check out Roy Moore Lobster Co. and The Lobster Pool on Instagram.
Food
2. North End Food Tour: A culinary journey through Boston’s Little Italy
Boston's North End is known not only for its rich history but also for its delicious Italian cuisine. A North End Food Tour will take you on a delicious journey through this historic neighborhood, where every corner has a taste of Italy.
Indulge in a North End Foodie Tour
Boston's North End, the city’s oldest residential neighborhood, is renowned for its rich Italian heritage and exceptional cuisine. Visitors can enjoy hand-rolled pasta, brick-oven pizzas, and freshly made cannoli. A North End Food Tour, lasting 2-3 hours, takes guests to iconic restaurants to sample traditional dishes while exploring the neighborhood's history, including notable sites like the Paul Revere House. This experience combines culinary delights with insights into the families behind each restaurant.
Best time to visit: Food tours are year-round, but Spring and Fall have ideal for walking weather.
Location & access: The North End is conveniently located near downtown Boston and accessible by public transportation (Green Line or Orange Line to Haymarket).
Cost: A guided North End food tour starts at about $50 per person, varying by provider and tastings included. Tours typically feature several stops with a mix of savory and sweet dishes.
Recommendations:
Arrive hungry and wear comfy shoes! You’ll want to savor every bite, especially at Mike's Pastry—don't skip their legendary cannoli!
Make sure to grab a lobster tail pastry at Modern Pastry. It’s a flaky, cream-filled treat you wouldn’t want to miss!
Take a stroll down Hanover Street before or after your tour. Stop by the Paul Revere House and Old North Church to soak in some history along the way!
More information: For food tour options, check out Secret Food Tours, Boston Foodie Tours, and Off the Eaten Path.
Family Fun
1. Stroll the Charles River Esplanade: A scenic escape in the heart of Boston
The Charles River Esplanade, located in the heart of Boston, provides a beautiful environment for a tranquil walk or an active day in nature. It's popular among both locals and visitors because of its gorgeous pathways, riverbank views, and many recreational opportunities.
Stroll the Charles River Esplanade
The Esplanade runs along the Boston side of the Charles River, featuring a scenic 3-mile pathway ideal for walking, jogging, or sailing. This lush trail offers stunning views of the city skyline and Harvard Bridge, attracting runners, cyclists, and picnickers. Key highlights include the Hatch Memorial Shell, which hosts free outdoor concerts and events, as well as benches, small docks, and boat rentals, making it a perfect spot to relax and enjoy nature in the city.
Best time to visit: The Esplanade is lovely year-round, with spring and fall featuring blooming flowers and vibrant foliage. Summer attracts energetic crowds and outdoor yoga, while winter offers a tranquil atmosphere.
Location & access: The Esplanade runs along the Charles River from the Museum of Science to the Boston University Bridge and is accessible via Red and Green Line stops at Charles/MGH and Arlington.
Cost: Free. For more adventure try kayak rentals and sailboat rentals.
Recommendations:
Catch the Boston Pops Fireworks Spectacular on July 4th—it's a festive must-do along the river!
More information: Visit the Esplanade Association’s website and Urban Adventours for bike tours.
Family Fun
2. Explore the New England Aquarium: Dive into Boston’s underwater world.
The New England Aquarium in Boston is a popular attraction, providing visitors with an intriguing glimpse into marine life from around the world. With its engaging exhibits, interactive experiences, and central location on Boston's waterfront, this aquarium is a must-see for families and animal lovers.
Dive into fun at the New England Aquarium
The New England Aquarium is a must-visit for marine enthusiasts, showcasing over 20,000 animals, including penguins, sharks, and tropical fish. Its centerpiece is the four-story Giant Ocean Tank, home to diverse species like sea turtles and rays. Visitors can interact with gentle sea creatures at the Shark and Ray Touch Tank and the Edge of the Sea Touch Tank. The outdoor harbor seal exhibit welcomes guests upon entry, and the IMAX theater provides an immersive exploration of marine life.
Best time to visit: Open year-round.
Location & access: The aquarium is on Central Wharf and accessible by public transportation. The Blue Line stops at the Aquarium station, and the Green Line is a short walk from the Government Center. Street parking is very limited - best pre-pay a ticket for a garage spot.
Cost: $39 for adults for an admission-only ticket. A New England Resident Discount is applicable to residents of CT, MA, ME, NH, RI, and VT.
Recommendations:
Time your visit around the daily presentations and feeding schedules—aim for 2-3 hours to see everything!
More information: Visit New England Aquarium’s website.
Family Fun
3. Whale Watching in Boston Harbor: An unforgettable marine adventure
Boston’s coastal location makes it one of the best places in New England to experience whale watching. With the opportunity to see majestic humpbacks, finbacks, and even the occasional minke, a whale-watching tour from Boston Harbor offers a thrilling adventure for nature lovers and marine enthusiasts.
Whale Watching in Boston Harbor
Whale-watching tours from Boston Harbor offer an opportunity to observe these magnificent creatures in their natural habitat at the Stellwagen Bank Marine Sanctuary. Operated by City Experiences, these 3-4 hour excursions are guided by knowledgeable marine naturalists who provide insights into whale behavior and conservation efforts. Depending on the season, participants may encounter humpback, finback, and minke whales, along with playful dolphin pods.
Best time to visit: Peak whale sightings occur from July to September, with morning tours recommended for calmer waters and better visibility. Tours outside this period may not guarantee sightings.
Location & access: Most whale-watching tours depart from Long Wharf, near the New England Aquarium, accessible via public transport at Aquarium Station on the Blue Line.
Cost: $70 for adults
Recommendations:
Layer up! Temperatures can drop unexpectedly on the water, even in the summer, so pack a light jacket.
More information: Visit City Experiences or the New England Aquarium.
Family Fun
4. A Day in Nantucket: Experience the charm of this iconic island
Nantucket is a gorgeous island that is just a boat ride from Boston, with cobblestone streets, ancient homes, and some of New England's best beaches. Spend a day exploring the island's unique history, boutique stores, and stunning coastlines for an unforgettable New England getaway.
A Day in Nantucket
Nantucket offers a glimpse into the past with its historic architecture and well-preserved whaling-era buildings. Ideal for a summer day trip, the island features waterfront dining, beach relaxation, and local museums and galleries. Visitors can explore cobblestone streets and wharves or cycle along scenic coastal paths, experiencing Nantucket's unique combination of history and natural beauty.
Best time to visit: Summer to early Fall, when the weather is warm and shops are open. Accommodations are extremely limited and booked out months in advance- plan your accommodations way ahead of time.
Location & access: A ferry departs from Boston or Hyannis and could get you there in 1-2 hours. Check the schedules for Hyline Cruises and Steamship.
Cost: Variable. Visit Nantucket Ferries or Steamship Authority.
Recommendations:
Visit the Whaling Museum for a quick dive into Nantucket’s fascinating maritime history—plus, it has a rooftop view over the harbor!
Stroll through Siasconset Village for a taste of charming cottage-lined streets and rose-covered houses.
More information: Explore Insider’s Guide to Nantucket or the Nantucket Chamber of Commerce for events, accommodations, and seasonal highlights.
About the Author
Avalon Alexander enjoys finding unique things to do in every corner of the world, whether it's discovering the best spots in bustling cities or savoring quiet moments in picturesque locations. Intending to visit every country one day, Avalon creates engaging, informative guides that bring places like Boston to life by highlighting must-see attractions, local secrets, and practical insider tips. When not creating travel and lifestyle content, Avalon uses her passion to support growth and innovation alongside Boston real estate agent Joan Bissdorf, assisting with success through creative marketing and business development.
