All Massachusetts Tours & Excursions in 2026

Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by a local expert, this 3-hour walking tour features multiple tasting stops with hand-picked seasonal bites from beloved local spots. It’s a delicious way to explore the area, whether it’s your first visit or your summer tradition. Along the way, hear the stories behind the food—tales of tradition, local legends, and the people who make Chatham so special.

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole family - we have quizzes, we have kid's guides, we have prizes, and we have interactive stops so kids can work off some energy!

Maine's lighthouses, lobsters, and coastal scenery are just a day trip away from Boston, and this private, full-day excursion explores highlights of the state's southern coast. You can enjoy the view as a driver takes care of the details: try a traditional Maine lobster bake, sample blueberry pie, see picture-perfect Nubble Lighthouse, or shop the Kittery Premium Outlets. Trips are priced per-vehicle for up to four or six people, with your choice of a comfortable sedan or SUV.

Step into the heart of Boston's North End and embark on a delectable journey through its vibrant street food culture. With a knowledgeable local guide leading the way, you’ll wander through bustling streets rich in authentic Italian cuisine. From iconic dishes like fresh seafood and savory pastas to hidden gems known only to locals, each stop promises to tantalize your taste buds. Your guide will share captivating historical anecdotes, offering insider knowledge on the traditions and flavors that define this historic neighborhood. Perfect for food enthusiasts and curious explorers alike, this tour promises an immersive and unforgettable culinary experience.

Explore the cobblestone streets of Boston’s North End and taste your way through the neighborhood with this private food tour. Meet your guide for a half-day tour that includes some of the city’s best Italian food and go off-the-beaten-path to see where locals shop for quality ingredients. Learn about the neighborhood from a local guide while sampling its many flavors.

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End with cannoli and espresso at the city's oldest Italian café, then wander through Little Italy, hearing stories of Paul Revere's midnight ride and the neighborhood's Revolutionary roots, with a view of Old North Church, where the famous lanterns hung. Sample an Italian sandwich from a traditional salumeria, then stroll Beacon Hill, Boston's most prestigious neighborhood, and Boston Common, America's oldest public park. Stop for lobster rolls and New England clam chowder, then take in Back Bay's Victorian streets and the views of Boston and MIT from Cambridge. Finish at Copley Square by the stunning central branch of the Boston Public Library and a view of the famous Trinity Church. Come hungry! Pickup and drop-off anywhere in the Boston area are included (up to 6 guests).

Discover a spooky side of Boston that most tours never show you on this small-group ghost tour. Learn about the specters that haunt some of the city’s most popular landmarks, listen to stories of legendary murders, attempt to catch a glimpse of the ghouls that haunt the Omni Parker House, and much more.

Escape Boston for a full day in New Hampshire's White Mountains. During the summer route, explore the caves, waterfalls, bridges, and forest paths of Lost River Gorge; during the fall foliage period, travel the scenic Kancamagus Highway instead. Both routes continue to Flume Gorge for a walk through its dramatic granite walls and woodland scenery.

Discover the Concord of writers including Thoreau, Emerson, Hawthorne, and Alcott on a private tour focused on literary history. From Louisa May Alcott’s Orchard House to Walden Pond, you’ll find the real-world places behind stories you love. Offering the option to meet your guide in Concord or at a central location in Boston, this tour can adapt to your schedule and preferences, without the fixed itinerary of a group excursion.

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you through every highlight of Boston and Cambridge. The drive will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is mainly driving, however we will (optionally) stop a few times to briefly (5-10 minutes) get out of the car for photo opportunities and a closer look at some sights! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption.

See Provincetown from a viewpoint that most visitors never experience: through the eyes of the infamous 17th-century Anne Hutchinson on this walking tour. With a costumed guide who plays Hutchinson with a gender twist, see the town's landmarks as you hear both traditional and irreverent “heretical” accounts of its history—the latter inspired by Hutchinson’s challenging of the Puritanical mores of her time. With commentary reflecting the “licentiousness” Hutchinson was accused of, the tour content is suitable for adults only.

If you want to connect with Salem's haunted history without any fluff or gimmicks, hear the stories right where they happened on this adults-only ghost tour. Guides share chilling details of dark deeds and paranormal activity at Salem's most haunted locations, from the Old Burying Point Cemetery to the House of Seven Gables and Proctor's Ledge, where the infamous witch trial hangings most likely took place.

Why Choose Boston Pro's Private Historic Tour? Luxury Experience: Our luxury SUV ensures a comfortable and stylish exploration of Boston's best attractions, including a scenic drive along the picturesque Waterfront. Customized Itinerary: Enjoy the flexibility to customize your tour. Whether it's spending more time at Harvard, MIT, or lingering in the charming streets of Beacon Hill, the itinerary is tailored to your preferences. Photo Opportunities: Our tour is designed for avid photographers. From the iconic Acorn Street to the scenic views along the Waterfront, every moment is a photo opportunity that captures the essence of your Boston experience.

Discover the South End in a fun and memorable way with this Sweet and Savory Food Tour. Make your way through this iconic Boston neighborhood, stopping for treats like French-Cambodian appetizers to a charming cheese market and locally famous sweets. As you walk, admire the architecture and learn about the area’s rich cultural history. Your guide will share insider knowledge and point out hidden gems along the way.

Let a costumed colonial dressed expert Guide show you Samuel Adams Boston, Sam Adams was a key figure in many of Boston's key Revolutionary events The Boston Massacre, The Boston Tea Party and more... At The Tour of The Freedom Trail, our Mission is to provide family-friendly experiences that guide guests as they discover Boston's history on walking tours to the historic locations along Boston's Freedom Trail. Join us on a 1 hour and 45 minute walking tour and learn about the inspiring history of Boston on The Tour of The Freedom Trail. Traverse through the graveyards and sites of the Boston's history including the Tea Party and The Boston Massacre with a costumed historical interpreter.

Experience the charms of Cambridge on this bicycle tour. Sometimes referred to as “Boston’s Left Bank,” Cambridge is a celebrated hub for academia, technology, and culture. Ride across the gleaming waters of the Charles River and visit Harvard Square, MIT, the Stata Center designed by Frank Gehry, and more. Over the course of 2.5 to 3 hours, you’ll cover 11-13 miles in this bike-friendly area.

Nantucket Island, located 30 miles off the coast of Cape Cod, is famous for its beautiful beaches, wildlife refuge, and excellent saltwater fishing. Explore the best the island has to offer and catch a few fish on this private, guided adventure. Your guide will use a wealth of local knowledge to find the perfect spots, based on weather and tide conditions and your own preferences.

Take a break from Salem’s witchcraft history and learn about other historical happenings by booking this Salem Real Pirates Tour. Tour the museum and hear about pirates, as well as a witch (or two), as you explore the museum exhibits and collections. The tour is perfect for people short on time who still want to explore the past, and the museum is near public transport for ease.

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and driving (although can be driving only if you prefer). We start with a walking tour of parts of the Freedom Trail, stopping at some of the city's most significant sites. We'll then drive in and out of the other city neighborhoods, Beacon Hill, Back Bay and Seaport and finish out the Freedom Trail with a stop at Bunker Hill. Then it's across the Charles River to Cambridge, where we drive around the MIT campus, and onto Harvard for a walking tour of the oldest college in the country. We'll share lots of history and legends but also keep it topical with current day fun facts and light hearted stories. After the walk you'll need some lunch and we know some great spots (not included in price of tour). All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles.

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises in Boston. The Boat will only have you, your guests and our crew. We will provide complimentary Water and Soft Drinks. You are welcome bring you favorite food and Beverages on-board to enjoy during your cruise. As a reminder Gratuities are not included in your fare. This Tour runs over a 10 to 12 mile loop of the harbor which takes 2 Hours and 30 Minutes. You will have plenty of time to take photos and make lasting memories. we travel at a slow rate of speed and the cruise is very enjoyable. AS THE DAYS GET SHORTER Start and end times will be modified in order to coincide with sunset times. TRIP MAY BECOME LESS THAN 2.5 HOURS Trip ends 30 minutes after sunset in Aug/Sept.

Whether you’re just starting your trip to Boston or ending it, pre-book a private transfer service to get you to or from Boston Logan Airport (BOS). Meet your driver at the airport and head directly to your destination in Massachusetts, New Hampshire, Rhode Island, or Maine (depending on the option and distance selected). For those departing, meet your driver directly at your hotel lobby and enjoy a timely arrival at your airport terminal.

Enjoy a private day trip from Boston to Plymouth with convenient door-to-door transportation and time to explore at your own pace. Depart at approximately 9:00 AM and visit several of Plymouth’s best-known historic locations, including Plimoth Patuxet Museums, Plimoth Grist Mill, Plymouth Rock, Mayflower II, the waterfront, and the National Monument to the Forefathers. Your professional chauffeur provides transportation between stops and may offer brief information about each location. The chauffeur remains with the vehicle and does not accompany travelers inside attractions or provide a formal guided tour. Admission tickets, meals, and attraction-guided experiences are not included unless specifically stated. Because this is a private experience, the timing at each stop may be adjusted to your group’s interests, attraction hours, traffic, and parking conditions. Return to the original Boston pickup location is planned for approximately 5 PM.

This private cultural walking tour reveals the fascinating heritage and enduring mysteries of Salem, one of America’s most historic and storied destinations. Explore the city's historic streets, where centuries of cultural transformation, maritime prosperity, and legendary events have shaped a place renowned for its unique identity. Discover architectural landmarks and heritage sites that preserve the stories of a community whose history continues to captivate visitors from around the world. With a heritage rooted in the early chapters of American history, Salem offers a compelling journey through cultural evolution, social change, and historical remembrance. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call home. Walk to 4 different locations, where each visit includes an alcoholic beverage paired with your food tasting. Food Tastings are representative of the diverse food scene in Boston's South End neighborhood and may include visits to a Creole / Asian Fusian hotspot, French-Cambodian restaurant, a beloved Wine and Cheese shop, and a Mexican lounge. When it comes to food - and cocktails - Boston's South End is not to be missed! Available exclusively on Wednesdays and Fridays at 4:30pm.