TOP 30 Best Family vacation ideas in Boston, Massachusetts

Boston Waterfront is a bustling tourist attraction located at 1 Marina Park Drive in Boston, Massachusetts. Situated along the picturesque waterfront, this institution offers visitors stunning views of the harbor and a vibrant atmosphere filled with shops, restaurants, and entertainment options. Whether you're looking to take a leisurely stroll along the boardwalk, enjoy a delicious seafood meal, or embark on a scenic boat tour, Boston Waterfront has something for everyone to enjoy. Immerse yourself in the beauty and excitement of Boston's waterfront at this must-visit destination.

Cruise Boston is a premier travel agency located at 100 Cambridgeside Place in Cambridge, Massachusetts. We specialize in providing unforgettable cruise experiences in and around the beautiful city of Boston. Our team of experienced travel experts are dedicated to helping you plan the perfect cruise vacation, whether you're looking to explore the historic sites of Boston Harbor or venture out to the nearby islands. With a wide range of cruise options available, we can help you find the perfect itinerary to suit your interests and budget. Contact Cruise Boston today to start planning your next unforgettable adventure on the water.

The Calico Seahorse-Beach Vacation Rentals is a unique institution located at 90 White Horse Road in Plymouth, Massachusetts, United States. As a real estate and travel agency, we offer 7 beach-themed bungalows just a 5-minute walk from White Horse Beach. Each bungalow is a dream destination, fully furnished with everything you need for a beach getaway, including a beach wagon filled with chairs, umbrellas, and boogie boards, as well as an outdoor shower, community fire pit, and your own gas grill. Our accommodations include a Studio that sleeps 2, three 1-bedroom bungalows that sleep 5, two 2-bedroom bungalows that sleep 7, and a 4-bedroom Main house that sleeps 11. All of our bungalows are fully stocked with a kitchen, stainless steel appliances, drip coffee maker, and a Keurig. Each bungalow is themed after places we have traveled around the world, adding a colorful and whimsical touch to the property.

Boston Travel Guide is a premier travel agency located at 1 Long Wharf in Boston, Massachusetts. Our team of experienced travel experts are dedicated to helping you plan and book your dream vacation to this historic city. Whether you're looking to explore the Freedom Trail, visit the renowned museums, or indulge in the local cuisine, we have the knowledge and resources to make your trip unforgettable. Let us take the stress out of travel planning and help you create memories that will last a lifetime. Contact us today to start planning your Boston adventure!

Welcome to Family Estates, your ideal destination for a relaxing and memorable stay in Peabody, Massachusetts. Nestled at 154 Newbury Street, our charming lodging and RV park offers a perfect blend of comfort, convenience, and community. Whether you're traveling with family, friends, or solo, Family Estates provides a welcoming atmosphere that feels just like home. Our well-maintained RV park is equipped with all the essential amenities to ensure a comfortable stay, including spacious sites, full hook-ups, and clean facilities. For those seeking a more traditional lodging experience, our cozy accommodations are designed to offer a restful retreat after a day of exploring the beautiful North Shore region.

Little Flippers Swim School in Winchester, Massachusetts is a premier year-round Learn to Swim Center dedicated to providing infants, toddlers, and children with top-notch swim instruction and water safety education. Our state-of-the-art facility boasts a 45,000 gallon warm water pool, spacious glass viewing area, and family-friendly changing rooms. Following CDC guidelines, we prioritize the safety of our families and staff with strict protocols in place. Our mission is to promote swimming for lifelong safety, fitness, and fun, and our program has been recognized with Boston Magazine's "Best of Boston" award. We offer small class sizes for individual attention, and our experienced instructors are certified in lifeguarding, first aid, CPR, and AED. Our dedicated Deck Supervisor ensures a smooth experience for both instructors and parents, providing personalized feedback and addressing any concerns.

Welcome to Atlantic Travel Agency, located at 340 Centre Street in Boston, Massachusetts, United States. We are a family-owned travel agency with over 25 years of experience serving travelers in the Boston area and beyond. Our experienced travel agents offer personal, group, and corporate travel services to meet all your travel needs. Whether you're looking for a retirement cruise, a business trip, or a quick weekend getaway, our team is here to make all the arrangements for you. We offer friendly, personal service in English and Spanish, either in person, by phone, or via our website. No appointment is necessary at any of our convenient locations in Dorchester, Jamaica Plain, and Chelsea, Mass, as well as our Philadelphia office.

Artesani Playground Wading Pool and Spray Deck is a vibrant and fun-filled park located at 1255 Soldiers Field Road in Boston, Massachusetts. This family-friendly institution offers a wading pool and spray deck, perfect for cooling off on hot summer days. Kids can splash around in the pool or run through the interactive spray deck, while parents can relax and enjoy the beautiful surroundings. With plenty of seating, picnic areas, and nearby amenities, Artesani Playground is the perfect place for a day of outdoor fun and relaxation for the whole family.

Wachusett Mountain Ski Area is a popular winter destination located at 41 Mile Hill Road in Westminster, Massachusetts, United States. In addition to offering world-class skiing and snowboarding opportunities, the institution also features a variety of dining options, including a cozy restaurant serving up delicious meals and a convenient store where visitors can pick up snacks and gear for their day on the slopes. Whether you're looking to fuel up for a day of adventure or grab some souvenirs to remember your trip, Wachusett Mountain Ski Area has you covered.

Lincoln Commons Playground is a vibrant and inviting play area located on Cross Street in Malden, Massachusetts. This community playground offers a variety of fun and engaging activities for children of all ages, including swings, slides, climbing structures, and more. With plenty of open space to run and play, as well as benches for parents to relax and watch their children, Lincoln Commons Playground is the perfect destination for families looking to enjoy the outdoors together. Come visit this charming neighborhood playground and create lasting memories with your loved ones.

Reservoir Beach is a beautiful park located at 310 Lowell Street in Arlington, Massachusetts, United States. This serene oasis offers a sandy beach area along the reservoir, perfect for swimming and sunbathing during the summer months. Visitors can also enjoy picnicking, fishing, and walking along the scenic trails surrounding the reservoir. With its peaceful atmosphere and stunning views, Reservoir Beach is the ideal destination for a relaxing day outdoors.

Atlantic Travel Agency is a family-owned business located at 1446 Dorchester Avenue in Boston, Massachusetts. With 25 years of experience, our travel agents offer personal, group, and corporate travel services. From retirement cruises to weekend getaways, we can make all the arrangements you need. Why use a travel agent? We can save you time, money, and aggravation by providing travel advice, booking services, and troubleshooting. Our friendly and experienced agents are available in English and Spanish in person, by phone, or online.

New England Trips Inc. is a premier travel agency located at 90 Canal Street in the heart of Boston, Massachusetts. We specialize in creating unforgettable travel experiences throughout the picturesque New England region. Our team of expert travel advisors are dedicated to crafting unique and personalized itineraries that showcase the best of what New England has to offer. Whether you're looking to explore historic sites, enjoy outdoor adventures, or indulge in delicious local cuisine, we have the perfect trip for you. Contact us today to start planning your dream vacation in New England!

Quincy Shores Reservation is a picturesque park and tourist attraction located on Quincy Shore Drive in Quincy, Massachusetts, United States. This beautiful waterfront destination offers stunning views of the Boston skyline and the surrounding natural landscape. Visitors can enjoy walking, jogging, picnicking, or simply relaxing by the water. The park also features playgrounds, athletic fields, and walking trails, making it a perfect spot for outdoor recreation and family-friendly activities. Whether you're looking to unwind in nature or explore the local scenery, Quincy Shores Reservation is a must-visit destination for locals and tourists alike.

Sandy Pond Beach is a picturesque park located in Ayer, Massachusetts, United States. This beautiful beach offers a peaceful and relaxing setting for visitors to enjoy the sun, sand, and water. With its clear blue waters and sandy shores, Sandy Pond Beach is the perfect spot for swimming, sunbathing, picnicking, and enjoying the outdoors. Visitors can also take advantage of the park's amenities, including picnic areas, restrooms, and parking. Whether you're looking for a fun day out with family and friends or a serene escape from the hustle and bustle of everyday life, Sandy Pond Beach is the ideal destination for nature lovers and outdoor enthusiasts alike.

TourMappers North America LLC is a premier travel agency located at 132 Boylston Street in Boston, Massachusetts. Our team of experienced professionals specialize in creating customized travel itineraries for clients looking to explore North America and beyond. Whether you're seeking a relaxing beach getaway, a thrilling adventure in the great outdoors, or a cultural exploration of bustling cities, we have the expertise to plan the perfect trip for you. Contact us today to start planning your next unforgettable vacation with TourMappers North America LLC.

Rosenlund Travel is a premier tourist attraction and travel agency located at 298 Boston Turnpike in Shrewsbury, Massachusetts, United States. With a focus on providing exceptional travel experiences and personalized services, Rosenlund Travel offers a wide range of vacation packages, cruises, and guided tours to destinations around the world. Whether you're looking to explore a new city, relax on a tropical beach, or embark on an adventure-filled journey, the experienced team at Rosenlund Travel is dedicated to helping you plan the perfect getaway. Visit us today and let us turn your travel dreams into reality.

Hidden Hollow Farm is a historic, agricultural, organic family farm located on the Pembroke, Duxbury line in Massachusetts. Offering Horseback Riding Lessons, Pony Birthday Parties, Summer Horsemanship Programs, and Trail Riding, Hidden Hollow Farm is the perfect place for horse lovers of all ages. Located just minutes off of Route 3, Hidden Hollow Farm is easily accessible to those in Duxbury, Pembroke, Kingston, Cohasset, Norwell, Hanover, Plymouth, Hingham, Weymouth, Scituate, Plympton, Abington, Whitman, Hull, Braintree, Quincy, and Boston. At Hidden Hollow Farm, we are dedicated to teaching riding from the ground up. We offer private, semi-private, and group lessons, starting with leading, grooming, saddling, and riding in balanced hunt seat and dressage disciplines. Our program also includes horse anatomy, parts of the saddle/bridle, horse care and feeding, and fun games on horseback.

Saxonville Beach is a picturesque park and popular tourist attraction located in Framingham, Massachusetts, United States. This beautiful beach offers visitors a peaceful escape from the hustle and bustle of everyday life, with its sandy shores, clear waters, and stunning views of the surrounding area. Whether you're looking to relax on the beach, go for a swim, or simply enjoy a leisurely stroll along the shore, Saxonville Beach has something for everyone to enjoy. Pack a picnic, bring your sunscreen, and spend a day soaking up the sun at this idyllic seaside destination.

Park Swings is a charming tourist attraction located at 204 Freedom Trail in the heart of Boston, Massachusetts. This family-friendly destination offers a delightful array of swings nestled within a beautiful park setting. Visitors can relax and enjoy the soothing ambiance while taking in the scenic views of the surrounding greenery. Whether you're looking for a peaceful escape or a fun-filled day out with loved ones, Park Swings is the perfect place to unwind and create lasting memories. So come swing by and experience the joy and tranquility that this enchanting spot has to offer.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

Welcome to Harbor, a premier tourist attraction located at 66 Long Wharf in the heart of Boston, Massachusetts. Nestled along the historic waterfront, Harbor offers visitors an unforgettable experience filled with scenic views, rich history, and vibrant culture. Whether you're a local resident or a traveler exploring the city, Harbor provides the perfect backdrop for a day of adventure and relaxation. Discover the beauty of Boston Harbor with our range of activities and attractions designed to cater to all ages and interests. From leisurely strolls along the picturesque wharf to exciting harbor cruises, there's no shortage of ways to enjoy the stunning maritime scenery. Our knowledgeable staff is dedicated to ensuring your visit is both enjoyable and informative, offering insights into the area's storied past and its significance in American history.

Welcome to Peddocks Island Yurt #6, a unique lodging experience nestled within the scenic beauty of Hull, Massachusetts. Our yurt offers a perfect blend of rustic charm and modern comfort, providing an unforgettable stay for nature lovers and adventure seekers alike. Located in the heart of Peddocks Island, part of the Boston Harbor Islands National and State Park, our yurt is an ideal retreat for those looking to escape the hustle and bustle of city life. Surrounded by pristine landscapes and breathtaking views, Peddocks Island Yurt #6 serves as an excellent base for exploring the island's diverse ecosystems, historic sites, and picturesque trails. Enjoy a peaceful night's sleep under the stars, with the gentle sounds of nature as your backdrop. Our yurt is equipped with essential amenities to ensure a comfortable stay, including cozy bedding, seating areas, and access to nearby facilities.

Anna Travel is a premier travel agency located at 626 Dorchester Avenue in Boston, Massachusetts. With a team of experienced travel experts, we specialize in creating unforgettable travel experiences for our clients. Whether you're looking to book a relaxing beach getaway, an adventurous hiking trip, or a cultural exploration, Anna Travel has you covered. Our personalized service and attention to detail ensure that every aspect of your trip is taken care of, leaving you free to enjoy your journey with peace of mind. Contact us today to start planning your next adventure!

Welcome to Cruise America RV Rental, your gateway to exploring the vibrant and historic landscapes of Massachusetts in comfort and style. Conveniently located at 637 Andover Street, Lawrence, Massachusetts, we offer a range of traditional motorhomes equipped with all the self-contained features you expect. Our economical family units provide the perfect blend of convenience and comfort, making them a favorite for travelers seeking the freedom of the open road. Whether you're planning a family vacation, a weekend getaway, or an extended road trip, our Boston RV rentals are the ideal choice. With three rental locations in the area, including one in Lakeville just 40 miles from the city, accessing your adventure has never been easier.

And Away We Go Travel Inc is a premier travel agency located at 148 Boyce Street, Auburn, Massachusetts, United States. We offer a variety of exciting trips and experiences for our clients to enjoy. Interested in one of our upcoming trips? Simply click on the trip links to access a downloadable PDF itinerary and registration form. Our upcoming trips include a visit to The Play That Goes Wrong, a Downeaster train ride to Portland, Maine, a 3-day stay at the Trapp Family Lodge, a Newport Flower Show and Harbor Cruise, a Bier Tasting and Lobstah event, a Craft Fair and Lake Sunapee Cruise, an 8-day cruise from Boston to Canada featuring Newfoundland, a Day on the Cape with a cruise, a 3-day trip to Cape May, New Jersey, a visit to the Ogunquit Playhouse for "My Best Friend's Wedding", and a 3-day trip to Brandywine and Longwood Garden for Christmas.

Welcome to Northeast Realty Co., your trusted partner in navigating the dynamic world of real estate in Quincy, Massachusetts, and beyond. Located at 1266 Furnace Brook Parkway, our innovative boutique real estate brokerage is dedicated to providing exceptional service through a blend of experience, local expertise, and the latest technology. Whether you're buying, selling, or investing in real estate, we understand that these decisions are among the most significant in your life. Our primary focus is to ensure a smooth and stress-free experience for our clients. At Northeast Realty Co., we pride ourselves on building long-term relationships by passionately working on behalf of our clients to help them achieve their real estate goals. Our team, including highly recommended agents like Patrick and Chris, is known for their patience, understanding, and ability to navigate the complexities of the real estate market, even in challenging times.

Travel Destinations Unlimited is a premier travel agency located at 447 Boston Street in Topsfield, Massachusetts. Our experienced team of travel experts is dedicated to providing personalized and unforgettable travel experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous safari, or a cultural tour of a new city, we have the knowledge and resources to make your dream vacation a reality. Contact us today to start planning your next unforgettable journey with Travel Destinations Unlimited.

BLER Travel is a premier travel agency located at 2001 Beacon Street in Boston, Massachusetts. Our dedicated team of travel experts is committed to providing exceptional service and creating unforgettable travel experiences for our clients. Whether you're planning a relaxing beach getaway, an adventurous safari, or a romantic European escape, BLER Travel has you covered. With our extensive network of partners and suppliers, we are able to offer competitive prices and exclusive deals on flights, hotels, cruises, and vacation packages. Contact us today to start planning your dream vacation with BLER Travel.

Springhill Beach is a stunning coastal park and tourist attraction located in Sandwich, Massachusetts, United States. With its pristine sandy shores, clear blue waters, and picturesque views, it offers visitors a perfect spot to relax, swim, sunbathe, and enjoy the beauty of nature. Whether you're looking for a peaceful escape or a fun day out with family and friends, Springhill Beach is the ideal destination for a memorable beach experience.