TOP 10 Walking tours in Massachusetts

The Connecticut River Walk and Bikeway is a scenic park and popular tourist attraction located in Springfield, Massachusetts, United States. This beautiful outdoor space offers visitors the opportunity to stroll along the banks of the Connecticut River, enjoy picturesque views, and explore the natural beauty of the area. The park also features a designated bikeway, perfect for cycling enthusiasts looking to explore the surroundings. Whether you're looking for a leisurely walk, a bike ride, or simply a peaceful spot to relax and take in the sights, the Connecticut River Walk and Bikeway is a must-visit destination in Springfield.

Witch City Walking Tours offers an immersive and educational experience in the historic town of Salem, Massachusetts. Located at 32 Derby Square, our knowledgeable guides will take you on a journey through the dark and fascinating history of witchcraft and the Salem Witch Trials. Explore the cobblestone streets and historic landmarks as you learn about the infamous events that took place in this picturesque town. Join us for a unique and unforgettable walking tour that will leave you spellbound.

River Walk is a picturesque park located at 7 Cottage Street in Great Barrington, Massachusetts. This tranquil riverside oasis offers a peaceful escape from the hustle and bustle of city life. Visitors can stroll along the winding paths, take in the scenic views of the Housatonic River, and enjoy the serenity of nature. Whether you're looking for a quiet spot to relax or a beautiful setting for a leisurely walk, River Walk is the perfect destination for outdoor enthusiasts of all ages.

Cocktails & Cannoli: Boston's North End Dessert Tour is a charming food tour located at 191 Hanover Street in Boston, Massachusetts. This unique institution offers a delightful experience for locals and tourists alike, showcasing the best desserts in the historic North End neighborhood. Indulge in delicious cannolis, pastries, and other sweet treats as you explore the rich culinary history of the area. Whether you're a dessert aficionado or just looking for a fun and tasty experience, this tour is sure to satisfy your sweet tooth.

Eastie Walks is a community organization based in Boston, Massachusetts, dedicated to promoting health and wellness through walking. Located at 345 Maverick Street, Eastie Walks offers guided walking tours, group fitness classes, and community events to encourage residents to stay active and explore their neighborhood. Whether you're a seasoned walker or just starting out on your fitness journey, Eastie Walks provides a welcoming and supportive environment for all ages and fitness levels. Join us in discovering the beauty of East Boston on foot and reap the numerous benefits of walking for both physical and mental well-being.

DCG Walks is a renowned institution located on West Malden Street in Boston, Massachusetts, United States. We offer a wide range of walking tours and experiences that showcase the rich history, culture, and beauty of Boston. Our knowledgeable guides will lead you through the city's historic neighborhoods, iconic landmarks, and hidden gems, providing fascinating insights and stories along the way. Whether you're a local looking to learn more about your city or a visitor eager to explore Boston's charm, DCG Walks is the perfect way to immerse yourself in the sights and sounds of this vibrant city. Join us for an unforgettable walking tour experience!

Classic Tours and Safaris is a premier travel agency located at 71 Craig Drive in West Springfield, Massachusetts, United States. With a focus on providing unforgettable safari experiences and classic tours, our team of experts is dedicated to creating tailor-made itineraries that cater to your specific needs and interests. Whether you're looking to explore the breathtaking landscapes of Africa or embark on a cultural adventure in Europe, we have the knowledge and resources to make your travel dreams a reality. Contact us today to start planning your next unforgettable journey with Classic Tours and Safaris.

Esperanza Travel & Tours is a licensed travel agency located at 6 Walk Hill Street in Boston, Massachusetts. We specialize in booking and issuing tickets, vacation packages, hotels, cars, and cruises to destinations all around the world. Our vacation department, Esperanza Vacations, is dedicated to organizing your dream vacation tailored to your preferred destination. With over 12 years of experience, we have expertise in escorted tours to Europe, Asia, The Middle East, Latin America, and the Caribbean. Our frequent group tours have led us to create the Esperanza Vacations Travel Club. In addition to our travel services, we also offer Travel Insurance and Public Notary services for notarizing documentation for children traveling alone or processing visas for entry to destination countries. Let Esperanza Travel & Tours take care of all your travel needs and make your travel dreams a reality.

Tour Azores, located at 176 Columbia Street in Fall River, Massachusetts, offers a unique and enchanting experience for those looking to explore the Azores Islands. The institution specializes in organizing immersive journeys across all nine captivating islands, each with its own charm and natural wonders. From the traditional Festas do Espírito Santo to the culinary delights led by Chef Telmo Faria, Tour Azores promises a truly unforgettable adventure. Embark on a European adventure with Tony Borges, exploring vibrant cities like Barcelona and cruising along the coasts of Marseille, Genova, Naples, Messina, and Valletta. Dive into the heart of Iberia, immersing yourself in the rich tapestry of cultures, histories, and landscapes that define this enchanting region.

Cambridge Historical Tours is a renowned travel agency located in the heart of Boston, Massachusetts. Specializing in historical tours of the prestigious Cambridge area, our knowledgeable guides offer visitors an immersive and educational experience. Explore the rich history and culture of Cambridge with our expertly curated tours, which delve into the fascinating stories and landmarks that have shaped this iconic city. Whether you're a history buff or just looking to discover something new, Cambridge Historical Tours is the perfect way to explore the past and present of this vibrant destination. Join us at 7 School Street Place and embark on a journey through time with Cambridge Historical Tours.

Boston City Tours is a premier travel agency located at 39 Boylston Street in the vibrant city of Boston, Massachusetts. Our expert team specializes in creating unforgettable experiences for visitors looking to explore all that Boston has to offer. From historic landmarks like the Freedom Trail and Faneuil Hall to the scenic beauty of the Boston Harbor and Charles River, we provide guided tours that showcase the best of this iconic city. Whether you're a first-time visitor or a seasoned traveler, Boston City Tours is dedicated to helping you create memories that will last a lifetime. Let us be your guide to the sights, sounds, and flavors of Boston.

The North End Boston Food Tour is a popular tourist attraction and travel agency located at 191 Hanover Street in Boston, Massachusetts. Join us for a culinary adventure through one of the city's most historic and vibrant neighborhoods, known for its delicious Italian cuisine and charming atmosphere. Sample a variety of traditional dishes and learn about the rich cultural history of the North End from our knowledgeable guides. Whether you're a foodie looking to explore new flavors or a history buff interested in the stories behind the dishes, our food tour is a must-do experience in Boston. Book your tour today and taste the best of the North End!

Boston Pizza Tours / Binge On Boston is a popular tourist attraction and travel agency located at 257 Hanover Street in Boston, Massachusetts. This institution offers a unique experience for foodies, allowing visitors to taste the iconic dishes that make Boston a fan favorite. From clam chowder to lobster rolls, visitors can enjoy some of the city's most beloved seafood dishes. In addition, the institution offers tours that include stops at historic Boston taverns, where guests can hoist a pint with the spirits of revolutionary patriots. The institution also offers pizza tours, where visitors can discover historic Boston slice by delicious slice. Each tour visits three top-rated Boston pizzerias, allowing guests to taste a slice from each location. The tours are not only tasty, but also fun and educational, exploring Boston's oldest neighborhoods.

Turner Street Walking Tours, located at 10 Turner Street in Salem, Massachusetts, is a travel agency founded in 2023 by a history teacher with a passion for sharing the lesser-known stories of Salem's past. Unlike other tours that focus solely on the events of 1692 or ghost stories, Turner Street Walking Tours offers a comprehensive history of Salem that delves into the mysteries of human nature and the city's rich maritime heritage. From the prosperous days of Salem's maritime trade to the sacrifices made by its citizens in wars, this tour explores the diverse and fascinating history of the city. Led by a local historian, Turner Street Walking Tours provides an authentic and immersive experience that goes beyond the surface of Salem's history. Visitors will discover colonial architecture, learn about famous residents, and gain insights into the city's vibrant restaurant and bar scene. With a focus on quality over quantity, this tour guarantees a smaller group experience and a deeper understanding of Salem's character. If you're looking for a unique and informative historical tour of Salem, Turner Street Walking Tours is the perfect choice.

Salem Kids Tours is a travel agency located at 316 Essex Street in Salem, Massachusetts, United States. Our guides are all history teachers who specialize in creating engaging and educational experiences for kids. Our tours take you through the historic Downtown area of Salem, sharing well-researched and true stories that are sure to captivate young minds. We offer two unique tours: the Kids History Tour and the Slightly Spooky Tour, both designed to be kid-appropriate and kid-approved. Join us for a fun and informative journey through time, where boredom is simply not an option. Tours are best suited for ages 5 and up. Don't miss out on the best thing to do in Salem for families!

Satanic Salem Walking Tours offers visitors a unique and eerie experience exploring the dark history of Salem, Massachusetts. Located in Derby Square, this travel agency specializes in guided tours that delve into the city's infamous past, including its association with witchcraft and the occult. Join us for a chilling journey through the streets of Salem as we uncover the mysteries and legends that have made this city a hotspot for paranormal enthusiasts. Whether you're a history buff or simply looking for a spooky adventure, Satanic Salem Walking Tours is sure to leave you with a newfound appreciation for the supernatural side of this historic town.

HomeGrown Tours is a premier travel agency located at 1 Seaview Avenue in Oak Bluffs, Massachusetts, United States. We specialize in providing personalized and unique travel experiences for our clients, showcasing the best that the local area has to offer. Our team of experienced travel experts are dedicated to creating unforgettable vacations, whether you're looking for a relaxing beach getaway, a cultural exploration, or an adventure-filled excursion. Let HomeGrown Tours help you plan your next dream vacation and make memories that will last a lifetime.

Woods Hole Island Tours is a premier travel agency located in Falmouth, Massachusetts, United States. Situated at 9 Luscombe Avenue, this institution specializes in providing unforgettable island tours for visitors looking to explore the beautiful coastal regions of the area. With expert guides and a wide range of tour options, Woods Hole Island Tours offers a unique and immersive experience for travelers seeking adventure and relaxation. Whether you're interested in wildlife excursions, historic sightseeing, or simply soaking up the sun on a pristine beach, this travel agency has something for everyone. Book your island tour today and discover the wonders of the Massachusetts coast with Woods Hole Island Tours.

SpellBound Tours is a travel agency located at 213 Essex Street in Salem, Massachusetts, United States. Established in 2000 by professional paranormal investigators, all of our guides are licensed by the City of Salem. Join Dr. Vitka, the ultimate Salem tour guide, on Salem's longest running paranormal tour. Explore actual locations from the infamous Salem Witch Trials, learn about the role of voodoo in the trials, and hear true tales of modern vampirism. For over twenty years, our guests have enjoyed guided ghost tours of Salem's most haunted sites. We are committed to providing an authentic and entertaining paranormal experience, and are known for being historically accurate and truly frightening. Our tour guides are professional paranormal investigators who will not only share ghostly stories, but also teach you about modern paranormal investigation techniques. Book your tickets online now for Salem's number one haunted experience!

Salem Uncovered offers captivating historic walking tours in the enchanting city of Salem, Massachusetts. Explore the rich history and mysterious past of this iconic town as our knowledgeable guides lead you through its cobblestone streets and hidden gems. Immerse yourself in the stories of the Salem Witch Trials, maritime trade, and colonial architecture that make this city truly unique. Join us at 1 Houdini Way for an unforgettable journey through Salem's fascinating past.

Cape Ann Harbor Tours is a popular tourist attraction and travel agency located at 66 Harbor Loop in Gloucester, Massachusetts, United States. Offering a variety of scenic boat tours and excursions, visitors can experience the beauty of Cape Ann's historic harbor and coastline. From narrated sightseeing tours to private charters, Cape Ann Harbor Tours provides a unique opportunity to explore the area's rich maritime history and stunning natural landscapes. Whether you're a local looking for a fun day out on the water or a visitor wanting to discover the charm of Gloucester, a trip with Cape Ann Harbor Tours is sure to be a memorable experience.

Cape Ann Land and Sea Tours offers a unique and immersive experience in Gloucester, Massachusetts. Located at 23 Harbor Loop, this institution provides food-focused tours that will leave you with a full belly and a true understanding of the area's unique charm. One of their most popular tours takes guests on a walking journey through downtown Gloucester, sampling local treats such as chowder, olive oil, and traditional sandwiches enjoyed by Gloucester natives for decades. This tour offers a glimpse into the culinary delights of the region that may be hard to discover on your own.

Tour Lexington is a premier travel agency located in the historic town of Lexington, Massachusetts. Situated at 1875 Massachusetts Avenue, our agency specializes in providing unique and personalized travel experiences for individuals and groups looking to explore the rich history and vibrant culture of Lexington and its surroundings. Our knowledgeable staff is dedicated to creating unforgettable travel itineraries that cater to all interests and preferences. Whether you're interested in exploring the town's famous landmarks, immersing yourself in local traditions, or simply relaxing in the picturesque New England setting, Tour Lexington is here to make your travel dreams a reality. Book your next adventure with us and discover all that Lexington has to offer.

Tour Trends Ltd is a premier travel agency located at 30 Perseverance Path in Plymouth, Massachusetts, United States. With a team of experienced travel experts, we specialize in creating personalized and unforgettable travel experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous trek through the mountains, or a cultural exploration in a bustling city, our agency can help you plan the perfect trip. From booking flights and accommodations to arranging tours and activities, we handle all the details so you can focus on enjoying your vacation. Contact Tour Trends Ltd today to start planning your next adventure!

Boston City Tours is a premier travel agency located at 8 Oliver Road in Watertown, Massachusetts. We specialize in providing unforgettable tours of the historic city of Boston and its surrounding areas. Our experienced guides will lead you on a journey through the rich history, vibrant culture, and iconic landmarks of this dynamic city. Whether you're a local looking to discover hidden gems or a visitor wanting to see the best of Boston, we have the perfect tour for you. Join us for an unforgettable experience and let us show you the best that Boston has to offer.

Plymouth Lantern Tours is a unique tourist attraction and travel agency located at 2 Lebaron Alley in Plymouth, Massachusetts. Step back in time and experience the rich history of Plymouth through guided lantern tours that bring the past to life. Explore the historic streets and landmarks of Plymouth with knowledgeable guides who will share fascinating stories and insights. Whether you're a history buff or just looking for a fun and educational experience, Plymouth Lantern Tours is a must-visit destination in Massachusetts. Book your tour today and discover the charm and beauty of Plymouth by lantern light.

Plymouth Night Tour is a popular tourist attraction and travel agency located at 65 Main Street in Plymouth, Massachusetts, United States. Join us for an exciting evening exploring the historic town of Plymouth after dark. Our knowledgeable guides will lead you through the streets, sharing fascinating stories and legends about the area's rich history. Experience the charm and mystery of Plymouth at night with Plymouth Night Tour.

Plymouth Historic Tours is a renowned travel agency located at 31 North Street in Plymouth, Massachusetts, United States. Specializing in historical tours of the area, visitors can experience the rich heritage and culture of one of America's oldest towns. From the iconic Plymouth Rock to the historic Mayflower II, our knowledgeable guides will take you on a journey through time, bringing the past to life with engaging stories and fascinating insights. Join us for an unforgettable exploration of Plymouth's storied past.

Great Boston Tours is a premier travel agency located at 357 Gannett Road in Scituate, Massachusetts. Specializing in guided tours of the historic and vibrant city of Boston, our experienced and knowledgeable staff are dedicated to providing unforgettable experiences for visitors from near and far. From walking tours of the Freedom Trail to scenic harbor cruises, we offer a wide range of options to suit every traveler's interests. Let Great Boston Tours be your guide to exploring the rich culture, history, and beauty of this iconic New England city.

Built Story Provincetown Self-Guided Tours is a premier travel agency located on Ryder Street in the charming town of Provincetown, Massachusetts. Our tours offer a unique and personalized experience for visitors looking to explore this historic and picturesque destination at their own pace. Whether you're interested in learning about the town's rich history, vibrant arts scene, or stunning natural beauty, our self-guided tours provide all the information and resources you need to make the most of your visit. With our convenient location and expertly curated itineraries, Built Story Provincetown Self-Guided Tours is the perfect choice for travelers seeking an unforgettable and immersive experience in this iconic New England town.