Boston: Small Group Night Tour With Boston Cream Pie

For those seeking an immersive evening in Boston, the Small Group Night Tour offers a captivating blend of sights and experiences. Kicking off with a scenic sunset cruise, guests then embark on a guided walking exploration of the historic North End, capping off the night with a classic Boston Cream Pie. With intimate group sizes and visits to iconic landmarks, this tour promises an unforgettable taste of the city’s charm. What makes this night tour truly unique, however, lies in the final stop – an opportunity to witness the city from a remarkable vantage point.

Key Points

• This small-group night tour of Boston includes a scenic harbor cruise, guided walking tour, and admission to the View Boston Observation Deck.
• The tour starts with a sunset cruise on Boston Harbor, offering views of the city skyline.
• The guided walking tour covers Fenway Park and the historic North End neighborhood, with stops at landmarks like the Skinny House and Old North Church.
• Participants will enjoy local dessert, such as Boston cream pie, as part of the tour experience.
• The tour is priced at $129 per person for a 2-hour duration, with flexible cancellation up to 24 hours in advance.

You can check availability for your dates here:

Tour Overview and Pricing

The Boston Night Tour offers a small-group experience, allowing no more than 7 participants to explore the city after sunset. Priced from $129 per person, the 2-hour tour includes a scenic harbor cruise, guided walking tour through downtown and the North End, and admission to the city’s observation deck.

Hotel pickup and drop-off, transportation, and a local dessert are also provided. Customers have the flexibility to cancel up to 24 hours in advance for a full refund, and a reserve now, pay later option is available.

Reviews are mixed, with some feedback about the sunset cruise and pricing, but overall praise for the knowledgeable guide and neighborhood exploration.

Itinerary and Activities

The Boston Night Tour takes participants on a scenic sunset cruise on Boston Harbor, followed by a guided walking tour that leads from Fenway to the North End neighborhood.

Set out on a scenic sunset cruise and guided walking tour from Fenway to Boston’s historic North End neighborhood.

The tour also includes:

• A scenic drive through downtown Boston for panoramic city views

• A visit to the View Boston Observation Deck for 360-degree views of the skyline

• Exploration of the historic North End, with stops at landmarks like the Skinny House, Old North Church, and the Paul Revere House, plus a chance to grab a pastry from a local bakery.

Scenic Sunset Cruise on Boston Harbor

Although the sunset cruise on Boston Harbor is noted to have some discrepancies in reviews, it serves as the starting point for the Boston Night Tour.

Participants embark on a scenic cruise, taking in the city’s skyline as the sun dips below the horizon. While some reviews suggest issues with the cruise, the tour give you a unique perspective of Boston from the water.

Travelers have the opportunity to enjoy the city’s iconic landmarks and sights during this initial segment of the night tour experience.

Guided Walking Tour From Fenway to the North End

After taking in the sights from the harbor, the tour then guides participants on a walking journey through the city’s iconic neighborhoods.

The walking tour covers:

• A stroll through Fenway, home to the legendary Fenway Park and Red Sox baseball.

• Exploration of the historic North End, Boston’s "Little Italy" known for its Italian food and culture.

• Visits to notable landmarks like the Skinny House, Old North Church, and the Paul Revere House.

Along the way, the local guide shares insights and anecdotes, providing a personalized experience as the group discovers the city’s rich history and vibrant atmosphere.

More Great Tours Nearby

Scenic Drive Through Downtown Boston

Next, the tour takes participants on a scenic drive through the heart of downtown Boston.

Guests will take in the iconic sights and landmarks that define the city’s skyline. From the towering skyscrapers of the Financial District to the historic buildings of Beacon Hill, the drive offers a rundown of Boston’s diverse architecture and neighborhoods.

Along the way, the knowledgeable guide provides commentary on the city’s rich history and points out notable attractions.

This segment of the tour allows visitors to get a feel for the bustling energy and unique character of downtown Boston.

Visit View Boston Observation Deck

From the scenic drive through downtown, the tour next takes visitors to the View Boston Observation Deck, offering them a 360-degree panoramic view of the city.

This vantage point provides:

• Sweeping sights of Boston’s iconic skyline and historic neighborhoods

• Opportunities to snap stunning photos of the city at night

• Insights from the knowledgeable local guide on notable landmarks and points of interest

With admission included in the tour, the View Boston Observation Deck allows guests to fully enjoy the beauty and vibrancy of Boston from high above.

Explore the North End

The tour then shifts its focus to exploring the historic North End neighborhood. This iconic Boston district is known for its Italian-American heritage and charming cobblestone streets.

Participants will visit the iconic Skinny House, a quirky architectural marvel, and the Old North Church, where the famous "one if by land, two if by sea" signal was sent, launching the American Revolution.

The tour also stops at the Paul Revere House, allowing guests to step back in time and learn about the patriot’s life.

Throughout the exploration, the guide shares insights into the North End’s vibrant culture and cuisine.

Inclusions and Customer Experience

The Boston Night Tour includes a range of inclusions to enhance the overall experience.

Guests can enjoy:

• Hotel pickup and drop-off from most downtown Boston hotels, providing convenience and accessibility.

• A knowledgeable local tour guide who offers a personalized and informative experience.

• Admission to the View Boston Observation Deck, allowing panoramic city views.

• A delectable local dessert from a renowned North End bakery, treating participants to a taste of Boston’s culinary delights.

Reviews of the tour have been mixed, with some noting issues with the sunset cruise and pricing, while others praise the guide’s expertise and the exploration of the North End neighborhood.

Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Tour?

According to the tour overview, outside food and drinks are not mentioned as being allowed. The tour includes a local Boston dessert, so participants should not need to bring their own food or drinks for the tour.

Are There Any Discounts Available for Students or Seniors?

The tour description doesn’t mention any discounts for students or seniors. However, it’s always worth checking with the tour operator to see if they offer any special pricing or promotions for those groups.

Can I Customize the Tour to Focus on Specific Interests?

You can customize the tour to focus on specific interests. The tour operator is generally willing to accommodate personalized requests, such as spending more time in certain neighborhoods or visiting additional sites, depending on the group’s preferences.

What Happens if the Weather Is Unfavorable for the Outdoor Activities?

If the weather is unfavorable for outdoor activities, the tour provider will adjust the itinerary to focus on indoor experiences, such as exploring the North End neighborhood and visiting the View Boston Observation Deck. Guests will still enjoy the local dessert tasting.

Is the Tour Suitable for People With Limited Mobility or Disabilities?

The tour may not be suitable for those with limited mobility or disabilities, as it involves a moderate amount of walking. Guests should consult with the tour operator about accessibility requirements before booking.

The Sum Up

This Boston night tour offers an engaging and immersive experience. Enjoy a scenic sunset cruise, a guided walking tour of historic landmarks, and the city’s stunning skyline from the View Boston Observation Deck. Savor a delectable Boston Cream Pie as you explore the charming North End. With a small group size, this tour provides an intimate and personalized way to discover the city’s charm after dark.

You can check availability for your dates here: