Boston, MA; Portland, ME; Vermont, USA
The perfect 5 days itinerary
Boston, Portland, and Vermont offer a quintessential New England experience, blending rich history, vibrant urban life, and stunning natural landscapes. Boston, the capital of Massachusetts, is a city steeped in American history, renowned for its Freedom Trail, prestigious universities, and cultural institutions. Portland, Maine, is a charming coastal city known for its historic Old Port, thriving arts scene, and delectable seafood. Vermont, with its picturesque towns, rolling hills, and lush forests, is a haven for outdoor enthusiasts and those seeking a tranquil retreat. This 5-day itinerary aims to provide a balanced exploration of these diverse yet complementary destinations, highlighting their unique attractions and local flavors.
What to do in Boston?
This 5 days itinerary is the perfect guide to the best things to see in Boston. It includes day-by-day activities, travel tips, and the top places to visit.
Day 1: Discovering Historic Boston
Morning
Start your journey in Boston with a walk along the Freedom Trail, a 2.5-mile route that takes you through 16 historically significant sites. Begin at Boston Common, the oldest public park in the United States, and continue to the Massachusetts State House, with its iconic golden dome.
Afternoon
Visit the Boston Tea Party Ships & Museum to relive the pivotal event that sparked the American Revolution. Afterward, explore the bustling Faneuil Hall Marketplace, where you can enjoy lunch at one of the many food stalls and shop for unique souvenirs.
Evening
Head to the North End, Boston's Little Italy, for a delicious dinner at one of the many authentic Italian restaurants. Don't miss the chance to try a cannoli from the famous Mike's Pastry.
Day 2: Cultural and Educational Boston
Morning
Begin your day at the Museum of Fine Arts, Boston, one of the most comprehensive art museums in the world. Spend your morning exploring its vast collection, ranging from ancient Egyptian artifacts to contemporary art.
Afternoon
Make your way to Harvard University in nearby Cambridge. Take a guided tour of the historic campus and visit the Harvard Museum of Natural History to see its impressive exhibits, including the famous Glass Flowers.
Evening
Return to Boston and enjoy a relaxing evening stroll along the Charles River Esplanade, a beautiful park offering stunning views of the city skyline. Consider dining at one of the waterfront restaurants in the Seaport District.
Day 3: Exploring Coastal Portland
Morning
Drive to Portland, Maine, and start your day with a visit to the Portland Head Light, one of the most photographed lighthouses in the United States. Enjoy the scenic views of the rugged coastline and the Atlantic Ocean.
Afternoon
Head to the Old Port district, known for its cobblestone streets, historic buildings, and vibrant arts scene. Explore the unique boutiques, art galleries, and craft breweries. Have lunch at a seafood restaurant and savor Maine's famous lobster rolls.
Evening
Take a sunset cruise along Casco Bay to admire the picturesque islands and waterfront. End your day with dinner at a local farm-to-table restaurant, enjoying fresh, locally sourced ingredients.
Day 4: Nature and Adventure in Vermont
Morning
Drive to Vermont and start your day with a visit to Stowe, a charming town known for its outdoor activities and stunning scenery. Take a hike on one of the many trails in the area, such as the Stowe Recreation Path, which offers beautiful views of the Green Mountains.
Afternoon
Visit the Ben & Jerry's Factory in Waterbury to learn about the history of this iconic ice cream brand and enjoy a tour of the facility. Don't forget to sample some of their delicious flavors!
Evening
Head to Burlington, Vermont's largest city, and take a leisurely stroll along Church Street Marketplace, a pedestrian-only street lined with shops, cafes, and restaurants. Enjoy dinner at a local eatery, sampling Vermont's farm-fresh cuisine.
Day 5: Relaxation and Scenic Beauty in Vermont
Morning
Start your day with a visit to Shelburne Farms, a historic estate on the shores of Lake Champlain. Explore the farm, gardens, and trails, and learn about sustainable agriculture and conservation.
Afternoon
Drive to the town of Woodstock, often called one of the prettiest towns in America. Stroll through the picturesque village green, visit the Billings Farm & Museum, and enjoy the scenic beauty of the surrounding countryside.
Evening
End your New England adventure with a relaxing evening at a cozy inn or bed and breakfast in Vermont. Reflect on your journey while enjoying a hearty Vermont dinner, perhaps featuring local specialties like maple-glazed ham or cheddar cheese.