Discover the captivating allure of Boston’s rich history and cultural heritage on an exclusive 2-hour private walking tour for couples, guided by local tour guide. Your journey commences at the storied Haven Bridge, where maritime legends and seafaring tales come to life, setting the tone for an unforgettable exploration. Delve deeper into the town’s medieval legacy as you pass by the majestic halls of Boston Guildhall, adorned with centuries-old charm and architectural splendor. Meander through the vibrant Market Place, where echoes of bustling trade and commerce resonate through the cobblestone streets, offering a glimpse into the town’s bustling past. Pause to admire the picturesque vistas at Witham Place, a tranquil oasis amidst the urban hustle. Conclude your tour in front of the iconic Maud Foster Windmill, a towering monument to Boston’s industrial prowess and ingenuity, standing proudly as a testament to its engineering heritage.

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  • Step back in time in front of the Boston Guildhall
  • Experience the local atmosphere of Market Place
  • Relax in the calming surroundings of Central Park


  • Professional local tour guide

Route & Duration

2 hours
  • 1

    Haven Bridge

    Haven Bridge is an iconic bridge in Boston that crosses the Haven River and provides panoramic views of the town. The bridge is a popular spot for tourists and locals alike and is a perfect place for a photo opportunity.

  • 2

    Boston Guildhall

    Boston Guildhall is a historic building located in the heart of the town. It was built in the late 16th century and was used as a market and as a place for the administration of justice. Today, it is a museum that showcases the rich history of Boston. (Outside visit)

  • 3

    Market Place

    Market Place is a bustling square in the center of Boston that is surrounded by colorful and lively stalls. It is the perfect place to sample local food and drink, browse handmade crafts, and enjoy the atmosphere of the town.

  • 4

    Witham Place Boston

    Witham Place is a charming street located in the center of Boston that is lined with traditional buildings and quaint shops. It is a great place to take a stroll and admire the architecture and local atmosphere.

  • 5

    Central Park and Skatepark

    Central Park and Skatepark is a popular destination for families and active visitors. The park features a range of amenities, including a large open green space, a skate park, and a playground.

  • 6

    Maud Foster Windmill

    Maud Foster Windmill is a historic windmill that was built in the 19th century and has been beautifully preserved to this day. It is the largest working windmill in Lincolnshire and offers visitors a glimpse into the traditional methods of milling grain. (Outside visit)

Meeting Point

Meet our tour guide at the Haven Bridge, in front of Adams Dr SJ
(John Adams Way, Boston PE21, UK) See Map

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.