Best day trips from Boston

Day trips from Boston offer the perfect opportunity to explore beyond the historic charm of Massachusetts’ capital city, one of the oldest cities in the USA. While the city itself offers a wealth of attractions and activities, the surrounding area is rich with opportunities for a memorable day out. Whether you’re in search of a coastal escape, a dive into historical sites, or a cultural adventure, the best day trips from Boston promise a refreshing break from the city’s urban landscape. Discover our top picks and plan your next adventure just beyond Boston’s borders.

01

Martha’s Vineyard

Martha’s Vineyard, a picturesque island off the south coast of Cape Cod, is one of the best day trips from Boston, easily accessible by ferry. This charming island invites you to leave the hustle behind and enjoy a world of captivating attractions.

Wander through historic art galleries that showcase local talent, or visit iconic lighthouses, such as the Gay Head Lighthouse, for a glimpse into the island’s maritime past. History enthusiasts will also appreciate the heritage whaling ports that tell tales of the island’s seafaring days. As you explore, the island reveals its stunning beaches, like South Beach and Menemsha Beach, perfect for sunbathing and serene swims.

Stroll through the enchanting streets of Oak Bluffs to admire the colorful Victorian cottages that give the town its unique character. For breathtaking coastal views, hike the Aquinnah Cliffs, where the dramatic landscape meets the sea. If you’re in the mood for further exploration, take a short ferry ride to the nearby island of Chappaquiddick, known for its tranquil beaches and wildlife reserves.

02

Kennebunkport

A short drive from Boston, Kennebunkport promises a peaceful seaside retreat. This charming coastal town boasts gorgeous beaches with dramatic cliffs and intriguing historic sites to explore.

Begin your visit at the historic St. Ann’s Episcopal Church, where the stone architecture and ocean views create a serene setting. For panoramic vistas of the fishing villages, visit the Goat Island Lighthouse, an iconic landmark that has guided mariners for generations. Delve into the town’s history and nostalgia at the Seashore Trolley Museum, which houses an impressive collection of vintage streetcars and offers rides through scenic landscapes.

If you want to get some shopping in, head to Ocean Avenue for a delightful array of boutiques offering unique treasures and local crafts. Don’t miss the chance to indulge in fresh seafood at one of the town’s many acclaimed restaurants, where lobster rolls and clam chowder are local favorites.

03

Newport

A short journey from Boston, Newport, Rhode Island offers a cultured escape filled with history and elegance. This vibrant city is famous for its stunning Gilded Age mansions, such as The Breakers, where you can tour opulent rooms inspired by Renaissance palaces. The yacht-filled harbors and upscale shopping and dining experiences reflect Newport’s affluent culture.

For sports enthusiasts, the International Tennis Hall of Fame  provides an immersive look into the history of tennis, housed in a historic complex with beautiful grounds. For breathtaking coastal views, the Cliff Walk offers a scenic path along the rugged shoreline, with sweeping vistas of the Atlantic Ocean and glimpses of the grand estates that line the coast. As you explore Newport, take time to visit the local art galleries and museums that celebrate the city’s rich cultural heritage.

04

Portsmouth

Portsmouth, New Hampshire is a charming port city that offers a delightful blend of history, culture, and scenic beauty. Just a one-hour drive from Boston, it’s home to fascinating sites like the former research submarine U.S.S. Albacore, where you can explore the inner workings of this historic vessel. The Strawbery Banke Museum invites you to step back in time as the staff in period costumes bring to life the history of this 10-acre outdoor museum, showcasing centuries of New England life.

As you stroll through Portsmouth’s streets, you’ll encounter vibrant gardens, boutique shops, and picturesque boat docks nestled among historic homes. The city’s rich maritime heritage is evident in its architecture and attractions, making it a captivating destination for history enthusiasts.

05

Plymouth

Just a short drive from Boston, Plymouth stands out as one of the top day trips for history enthusiasts looking to explore America’s early beginnings. Known as the first Pilgrim settlement, Plymouth is home to the iconic Plymouth Rock, marking the landing site of the early settlers.

Dive deeper into history with a visit to the Mayflower II, a detailed replica of the Pilgrims’ ship, where costumed guides provide insights into the 17th-century voyage. At Plimoth Patuxet Museums, history comes to life with interactive exhibits and reenactments that offer a glimpse into the daily lives of the Pilgrims and the Wampanoag people.

If you’re traveling with children, Plymouth offers delightful attractions that cater to young explorers and curious minds. A visit to the Edaville theme park is a must for families, offering an array of interactive exhibits and rides that delight the whole family. The park’s crown jewel is the Edaville Express, where you can journey through acres of breathtaking light displays aboard the legendary steam train, a cherished New England tradition. For a journey that reaches beyond the stars, head to the Blake Planetarium. Here, children and adults alike can embark on a cosmic adventure and enjoy educational programs and stunning views of the night sky.

06

Salem

Located close to Boston, Salem is a top getaway known for its intriguing history and cultural richness. Best known for the infamous 17th-century witch trials, Salem invites visitors to explore this fascinating past at iconic attractions like the Witch House and the Salem Witch Museum. At the Witch House, you can explore the only remaining structure directly linked to the 1692 trials, gaining insight into life during that tumultuous era. Meanwhile, the Salem Witch Museum brings history to life with its compelling narrative of the trials, featuring lifelike exhibits and dramatized audio-visual presentations.

Beyond its witch trial lore, Salem offers a glimpse into its rich maritime past at the Salem Maritime National Historic Site, where historic buildings and wharves tell the story of the city’s seafaring days. Art lovers will appreciate the Peabody Essex Museum, which houses an extensive collection of global artwork and artifacts. To round out your visit, soak in the towns lively ambiance by taking a leisurely stroll through its vibrant streets, where boutique shops and inviting cafes beckon with their charming settings.

07

Old Sturbridge Village

For history lovers, Old Sturbridge Village is an excellent destination and an ideal escape from Boston for a day. This living history museum in Sturbridge transports visitors to New England life between 1790 and 1830, featuring over 40 period buildings and costumed actors that bring the era to life. Wander through the village and explore the museum’s extensive collection of antique structures, including a working farm, water mills, and blacksmith shop, where traditional crafts are demonstrated. Visit the schoolhouse, cider mill, and law offices to gain insight into the daily lives of early New Englanders.

The museum’s expansive grounds offer a picturesque setting for a leisurely stroll. When it’s time to refuel, stop by the village’s restaurant and savor delicious period-inspired cuisine, such as a hearty bowl of soup, Yankee pot roast, turkey with stuffing, or macaroni and cheese. For lighter fare, stop by the café, where you can enjoy treats in an informal, lively setting or take them to go. The café also features a mini library, allowing you to borrow a book and unwind as you soak in the historical ambiance.

08

Cape Cod

For those looking to escape Boston and enjoy a seaside retreat, Cape Cod is a beloved beach destination perfect for a fun day trip. The cape enchants visitors with its charming villages, where quaint streets are lined with boutique shops and inviting cafes. Seafood lovers will be in paradise, as the area is renowned for its delectable culinary offerings, from freshly caught lobster to classic clam chowder. Cape Cod is also steeped in history, with its iconic lighthouses standing as sentinels along the coastline, guiding mariners safely home.

A visit to the John F. Kennedy Hyannis Museum is a must, providing a fascinating glimpse into the life and legacy of one of America’s most iconic families. Situated along the Kennedy Legacy Trail, the museum offers an engaging narrative of JFK’s connection to the area. For those craving breathtaking vistas, a climb up the Pilgrim Monument offers panoramic views of the surrounding landscape, allowing you to take in the full beauty of the Cape. The Cape Cod Museum of Natural History is another highlight, inviting you to explore the region’s unique flora and fauna through engaging exhibits and nature trails.

Whether you’re seeking a relaxing seaside escape or a journey back in time, there are many exciting day trips available around Boston. From historic sites and charming villages to stunning natural landscapes and vibrant cultural attractions, Boston’s surrounding area offers endless opportunities for exploration and enjoyment. Book your hotel in Boston and set out to discover the captivating destinations and attractions in and around the city.