Discover the Charm of Boston’s Back Bay: Chocolate and Art in One Excursion

If you’re looking for a leisurely way to soak in the beauty of Boston’s most elegant neighborhood, the Back Bay Chocolate and Art Galleries Tour offers a perfect blend of indulgence and culture. Priced at $65 per person and lasting around 2 hours and 30 minutes, this guided walk takes you through Boston’s Victorian-era architecture, where you’ll enjoy tastings from four fabulous chocolate vendors and explore two distinctive art galleries. The entire experience is designed to showcase both the historic charm and creative vibrancy of the area, making it an ideal choice for those who appreciate good food, fine art, and scenic streets.
What we love most about this tour is how it combines culinary delights with cultural enrichment—you’ll sample hot chocolate from a pioneer in artisanal chocolate and appreciate the neighborhood’s stunning architecture while walking along Commonwealth Avenue Mall. The two art galleries are thoughtfully chosen to cover a wide spectrum—from Old Masters and Impressionists to modern art—giving a well-rounded artistic perspective. And because the tour is limited to just 12 participants, it feels intimate and personalized.
One thing to consider is that the walking route totals about 1.3 miles, so it’s best suited for those who enjoy a moderate amount of strolling. Also, since tastings are subject to change and there may be limited options for gluten-free or dairy-free diets, travelers with specific dietary needs should inform the guides in advance. This tour is most perfect for visitors who want a relaxed, engaging experience with a good dose of Boston’s aesthetic and culinary highlights, especially those drawn to art, architecture, and gourmet treats.
Key Points

- Authentic Experience: Combines chocolate tastings with visits to art galleries, offering a well-rounded taste of Boston’s Back Bay neighborhood.
- Intimate Group: Small group size (max 12) ensures personalized attention and meaningful interactions.
- Cultural & Architectural Highlights: Includes walking past iconic sites like Commonwealth Avenue Mall and Back Bay’s Victorian row houses.
- Delicious Tastings: Features high-quality, locally beloved chocolates, cupcakes, cookies, and cake bites.
- Expert Guide: Led by knowledgeable guides who enhance your understanding of art, architecture, and local food scenes.
- Flexible & Convenient: Starts at 11:30 am with a mobile ticket, ideal for fitting into a day of sightseeing.
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A Deep Dive into the Back Bay Chocolate and Art Galleries Tour

The Beginning: Meeting in Front of the Tesla Showroom
Your journey begins in front of the Tesla showroom, right next to the Prudential Center’s entrance, at 11:30 am. The location is central, close to public transportation, making it easy to reach. The meeting point is straightforward, and since the tour runs with a maximum of 12 travelers, you’re unlikely to get lost in a crowd. From here, your guide—who’s usually quite knowledgeable—will start by sharing some background on Boston’s Back Bay neighborhood, renowned for its planned streets and elegant Victorian architecture.
Exploring Newbury Street: Shopping, Galleries, and Sweets
Your first real stop is Newbury Street, the heart of Back Bay’s shopping and cultural scene. On this stretch, two of the chocolate vendors and both art galleries are located, so you’ll have plenty of opportunities to explore before and after the tastings. The street itself is a feast for the eyes, lined with historic brownstones, boutique shops, and vibrant cafes.
You’ll visit a legendary New York City bakery’s Boston location, where you’ll get to sample cookies that have made a name for themselves. Many travelers mention how these cookies are a highlight, with one reviewer noting they “loved all the stops” and calling out the galleries as particularly amazing. Expect to see some modern and impressionist art in one of the galleries, which features works from 50 artists, including ceramics and mobiles, making for a lively, eclectic collection.
Strolling along Commonwealth Avenue Mall
Next, the tour takes you along the 32-acre Commonwealth Avenue Mall, a beautifully landscaped boulevard inspired by Parisian boulevards. Walking this stretch offers not only stunning views of Victorian row houses but also the chance to see sculptures and greenery—a perfect photo opportunity. Your guide will point out architectural details and share stories about the neighborhood’s history, making this not just a walk but an educational experience as well.
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Sweet Tastings: Chocolate, Cupcakes, and Cake Bites
Throughout the tour, you’ll indulge in several sweet treats:
- Hot chocolate from a pioneer in artisanal chocolate making. This isn’t your average cup—think rich, velvety, and crafted with care.
- Cookies from a renowned New York bakery, offering a crisp, flavorful bite.
- Cupcakes from a charming Newbury St dessert shop—delicious, beautifully decorated, and just the right size.
- Chocolate hazelnut cake bites from a three-story Italian market, offering a taste of authentic European flair.
Most travelers find these tastings to be a highlight, with one reviewer describing the tour as “loved all the stops,” explicitly mentioning the galleries and food as memorable. The tastings are well-paced, allowing you to savor each one without feeling rushed.
The Art Galleries: From Old Masters to Modern Art
The tour visits two carefully selected galleries. The first features Old Masters, Impressionists, and Modern Masters, spanning from the 16th to the 21st centuries. Here, you’ll gain insight into different artistic movements and see works that showcase artistic evolution. The second gallery emphasizes contemporary art, including ceramics, paintings, and mobiles—a lively, creative space that appeals to all ages.
Guests consistently praise the guides for their knowledge and enthusiasm, describing them as “great” and “making the art accessible and engaging.” As one review notes, “Adam was a great tour guide and we loved all the stops,” highlighting how a friendly, informed guide can elevate the experience.
Walks and Timing: A Comfortable Pace
While the entire route involves about 1.3 miles of walking, it’s spread out with plenty of stops to keep things comfortable. The tour’s timing allows for both relaxed exploration and in-depth appreciation of each spot. The tour ends about half a mile from the starting point, leaving you free to continue exploring or head to lunch or further sightseeing.
Practical Considerations
The tour is designed for most travelers, including those with moderate mobility, though it involves walking around historic streets and galleries. It’s suitable for families, couples, or solo travelers who enjoy art, food, and architecture. Dietary restrictions are somewhat accommodated, but gluten-free or dairy-free options are limited, so it’s good to alert the guides beforehand.
Who Is This Tour Perfect For?
This experience is best suited for travelers who appreciate a leisurely pace and want to combine culinary delights with cultural sights. It’s ideal for those who enjoy art and architecture but also want a tasty introduction to Boston’s local flavors. Because of the small group size and personalized approach, it’s especially well-suited for visitors who prefer a more intimate, engaging tour rather than large, bus-style excursions.
If you’re a foodie with a sweet tooth, a lover of art, or simply looking to enjoy Boston’s elegant neighborhoods in a relaxed setting, this tour offers excellent value. And if you’re visiting during a busy season, booking about a month in advance is recommended, as it tends to fill up.
The Sum Up: Is This Tour Worth Your Time?

For travelers who want a blend of chocolate, art, and scenic strolls, this tour checks all the boxes. The knowledgeable guides and delicious tastings make it more than just a walk—it’s an experience that appeals to the senses. The inclusion of two diverse art galleries adds a cultural layer that enriches your understanding of Boston’s artistic scene and history.
The tour’s small group size ensures a personable experience, and its location in the beautiful Back Bay makes it a pleasant way to spend part of your day. It’s especially suited for those who enjoy authentic, off-the-beaten-path experiences combined with the chance to learn and taste.
While it’s not a comprehensive city tour, it offers a delightful sampling of Boston’s architecture, art, and culinary scene in a manageable, enjoyable way. Whether you’re a first-time visitor or a seasoned Bostonian, this tour offers a charming, tasty glimpse into the city’s elegant side.
FAQ

- How long does the tour last?
Approximately 2 hours and 30 minutes, including walking and tastings. - Where does the tour start and end?
It begins in front of the Tesla showroom on Boylston Street and ends on Clarendon Street, about half a mile away. - Is the tour suitable for children?
Most travelers can participate, but keep in mind the walking distance and the focus on art and food. Young children who enjoy walking and sweets will find it engaging. - Are the tastings included in the price?
Yes, the tour includes hot chocolate, a cookie, cupcake, and chocolate hazelnut cake bites. - Can I learn about the history of Boston’s architecture?
Yes, your guide will point out and discuss the Victorian buildings, sculptures, and the neighborhood’s planning inspired by Parisian boulevards. - What should I wear?
Comfortable walking shoes are recommended since you’ll be walking about 1.3 miles and exploring galleries. - Are reservations necessary?
It’s recommended to book about 28 days in advance, as the tour tends to fill up. - Do they accommodate dietary restrictions?
Limited options are available; please advise beforehand if you have gluten-free or dairy-free needs. - Is transportation included?
No, you should arrange your own transportation to the meeting point. - What is the maximum group size?
The tour caps at 12 travelers, ensuring a personalized experience.
This Back Bay Chocolate and Art Galleries Tour offers a charming way to experience Boston with a focus on delicious treats and eye-opening art. Whether you’re a first-timer or a local wanting a new perspective, it’s a delightful choice that balances leisure, culture, and taste—perfect for a relaxed day exploring the city’s elegant side.
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