Updated: February 13, 2024

25 Top Client Entertainment Ideas in Boston, MA

Here is our list of the best client entertainment ideas in Boston, Massachusetts.

Client entertainment ideas in Boston are fun ways to appreciate your clients and create memorable experiences in the city. For example, you can go for wine tasting at Boston Winery, tour Fenway Park, and explore Isabella Stewart Gardner Museum. The purpose of these ideas is to highlight the best experiences in Boston to impress your clients.

These experiences are similar to team outings in Boston and ways to entertain groups in Boston. These ideas serve a similar purpose as luxury gifting.

This list includes:

  • VIP client entertainment ideas in Boston
  • client appreciation event venues in Boston
  • places to bring clients in Boston
  • client meeting spaces in Boston

Let’s get to it!

List of client entertainment ideas in Boston

One of the best ways to foster business relationships is to treat clients to an unforgettable experience. From playing board games at Tavern of Tales to making cocktails at DrinkMaster, here are fun ideas you can use to entertain your clients and customers in Boston.

1. Boston Freedom Trail Photo Scavenger Hunt (Top Outing)

A photo of the George Washington Statue in Boston with some text

With the Boston Freedom Trail Photo Scavenger Hunt, discover the rich history of 16 iconic historical sites in style.

Here is what you can expect during this 90-minute experience:

  • meeting our talented teambuilding.com host at Langone Park
  • fascinating stories and secret facts about the area
  • a thrilling scavenger hunt competition
  • intriguing trivia questions and unique photo opportunities
  • developing problem-solving, critical-thinking, and cooperation skills

The Boston Freedom Trail Photo Scavenger Hunt is an unforgettable adventure that combines history, teamwork, and friendly competition.

Learn more about the Boston Freedom Trail Scavenger Hunt.

2. The Great Guac Off™️ (Highly Rated)

The Great Guac Off is an avocado-filled fiesta where colleagues come together in a friendly competition to showcase their guacamole-making skills!

Here is what you can expect from this exciting event:

  • 90 minutes with skilled hosts and co-hosts from teambuilding.com
  • hosted at your chosen venue
  • all the necessary ingredients for delectable guacamole and an array of dippers provided
  • engage in energetic warm-up games and icebreakers
  • avocado-themed trivia games and thrilling mini-challenges
  • head-to-head guacamole-making showdown
  • a secret ingredient for a dash of excitement
  • a panel of judges to savor and score each entry
  • a guacamole-making champion

Overall, this experience strengthens bonds, enhances communication skills, and fosters trust among the participants. This scrumptious team building activity is an unforgettable blend of fun and flavor!

Learn more about The Great Guac Off.

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3. Mix n’ Mingle (Great for Networking)

Mix n’ Mingle elevates your networking game and cultivates meaningful relationships. This dynamic 90-minute event creates connections, sparks engaging conversations, and forges lasting bonds.

Mix n’ Mingle features the following:

  • 90 minutes with an experienced host from teambuilding.com
  • thoughtfully crafted exercises that break the ice, encourage collaboration, and foster genuine connections
  • lively group discussions and exciting team challenges
  • share common interests, goals, and aspirations
  • hosted at your chosen venue

This immersive experience is the perfect platform for fostering meaningful connections. By engaging in purposeful discussions, embracing collaborative challenges, and nurturing authenticity, you can unlock the potential of networking.

Learn more about Mix n’ Mingle.

4. Game On

Game On is a sports bar and entertainment venue in the Fenway neighborhood. Planning your event at Game On is one of the most fun client entertainment ideas in Boston. Your clients will have a fun experience playing games like giant Jenga, ping pong, cornhole, bunk hunter, and Pop-A-Shot. Also, you can have catering arranged for your gathering.

The venue frequently hosts live DJs and organizes special events like All Stars Thursdays, Fire Fridays, and Social Saturdays. Furthermore, the bar serves tasty bites and beverages to complement guests’ gaming experiences.

Learn more about Game On.

5. Boston Winery

Boston Winery is a fun destination to visit for a drink with your client or an interactive event. The winery offers a tasting experience indoors or outdoors if the weather permits. During the session, you and your clients will try five sample wines within 60 minutes.

Also, you can book a seafood and wine pairing session for your group, usually available on a scheduled basis. If you plan to host an event, then the winery can help you arrange catering and a knowledgeable team to ensure your guests have an unforgettable experience. You can customize the wines served at your events with your desired label.

Learn more about Boston Winery.

6. Urban Axes

Urban Axes is an ax-throwing facility and a 21+ venue in Boston. An ax-throwing session can last anywhere from one to two hours. Expert coaches will be available to teach your guests how to throw axes when your event starts.

The most fun part kicks in when you proceed to play a tournament, with an ax-throwing champion crowned in the end. Urban Axes serves craft beer and allows guests to bring outside food. Whether you stop by this entertainment center for an hour game or a full event, your clients will have fun targeting the bullseye.

Learn more about Urban Axes.

7. Isabella Stewart Gardner Museum

Isabella Stewart Gardner Museum is an art museum in Boston that showcases fine artworks from different continents. You can reserve a guided tour to enhance your experience at the galleries. The exploration will last 20 or 60 minutes, depending on whether you book a private or public tour. Also, several themes are available for the experience, which include:

  • Introduction to the Gardner Museum
  • Questioning Power
  • Renaissance at the Garden
  • Architecture on a Legacy

During these experiences, a knowledgeable teacher will share stories about the museum and engage your group in conversations. Isabella Stewart Gardner Museum is among the loveliest client appreciation event venues in Boston. There are various event spaces with scenic views, like the Historic Palace, Calderwood Hall, and the New Wing Area.

Learn more about Isabella Stewart Gardner Museum.

8. Massachusetts Bay Lines

Massachusetts Bay Lines is a family-operated business and cruise service in Boston. The company offers sightseeing tours ranging from Daily Cruises to Boston Harbour Sunset and Moonlight Cruises. Also, a multilingual tour is available in English, French, and Mandarin for clients that speak these languages.

The well-maintained vessels are great as an event venue. Massachusetts Bay Lines offers entertainment and catering packages to fit various budgets for a private charter. Besides the dining experience on board, you and your guests can immerse yourselves in a breathtaking perspective of the city. You can feed your eyes with scenes from Boston Harbor, including the Boston Tea Party, Bunker Hill Monument, and the Old North Church.

Learn more about Massachusetts Bay Lines.

9. DrinkMaster Cocktail Classes

DrinkMaster is a bartending school in Boston, Massachusetts. You can reserve a cocktail class for clients, and the bartending school will supply all you need for a successful session, from cocktail ingredients to helpful instructions.

In about two hours, you and your clients will learn about the steps for preparing balanced cocktails and will make your own drinks after the lesson. The session also includes up to four cocktail tastings.
A bartender will provide instructions on how to make bitters, syrups, and fresh citrus. Post-event, you can have an engaging conversation with your clients while sipping your delicious cocktails.

Learn more about DrinkMaster Cocktail Classes.

10. Bostonia Public House

Bostonia Public House serves as one of the most elegant client appreciation event venues in Boston. The restaurant provides a relaxing environment to relax and enjoy live music. You can also grab a drink from the bars on the two floors. Bostonia Public House has spaces you can use for a client appreciation event. The 1880 Room and the Board of Trade Room are excellent options for a private gathering.

The restaurant offers a locally inspired menu of tasty meals. Your clients will feel comfortable and have a great time in the restaurant’s cozy atmosphere.

Learn more about Bostonia Public House.

11. Carrie Nation

Carrie Nation is a cocktail bar with a vintage setting that will transport you back to the 1920s. The bar makes an excellent venue for client entertainment, providing a carefully curated menu for guests to enjoy satisfying meals.

The bar features a Drag Brunch show lasting an average of two hours. You and your clients will most likely sit with another group during the event. Your stay in this lounge will be pretty relaxing, facilitated by the comfy dining space and plush leather seating. Carrie Nation conveniently sits in downtown Boston, close to the State House.

Learn more about Carrie Nation.

12. Fenway Park

Fenway Park is a baseball stadium near Kenmore Square and the home of the Boston Red Sox. Reserving a behind-the-scenes tour of the stadium will be an excellent entertainment idea if your clients are fond of baseball. The tours are available all year round and are wheelchair accessible. You will spend up to 60 minutes exploring the stadium.

Also, the stadium has many event spaces available for rentals. Expert chefs are available to take care of your clients’ dining needs. Moreover, you can include several add-ons, like a private tour, World Series trophies, and audiovisual to enrich attendees’ experience.

Learn more about Fenway Park.

13. Citizens Bank Opera House

Citizens Bank Opera House is a performing art venue along Washington Street in Boston. The venue hosts unmissable performances like Hamilton, The Nutcracker, and Our Journey. Also, the opera house offers wheelchair seating, large print programs, infrared-assisted listening, and Braille programs to make the experience enjoyable for diverse audiences.

Citizens Bank Opera House is among the unique client meeting spaces in Boston. You can impress your guests by hosting an appreciation event in one of the spaces with fascinating decor, like the Grand Lobby, Lower Lobby, and Mezzanine Promenade. Furthermore, the venue organizes interactive tours to explore the architectural structure of the building.

Several dining areas are available nearby, including Sip Wine Bar & Kitchen, Ruka, Legal Crossing, and French Quarters.

Learn more about Citizens Bank Opera House.

14. The Arnold Arboretum of Harvard University

The Arnold Arboretum is a free public park accessible in the Roslindale and Jamaican Plain neighborhoods. Before your visit, you can download a self-guided tour available on the arboretum’s site and explore the area at your comfortable pace. Alternatively, you can reserve a 90-minute tour led by a trained docent.

The arboretum is home to diverse plants, including the Japanese Stewartia, Kentucky coffeetree, crabapples, lilac, bonsai, and penjing. The site also offers special events like the Art Show, Crabapple and Marble Festival, and Oaks and Hickories Tour to enhance visitors’ exploration. Your clients will have a fun experience and even learn new facts about the plants.

Learn more about The Arnold Arboretum of Harvard University.

15. New England Aquarium

New England Aquarium is one of the most fun places to bring guests in Boston. The aquarium is home to thousands of aquatic animals, from lionfish and green sea turtles to penguins and anaconda. Besides getting an up-close view of the animals, you can relax at the Simons Theatre and watch a short nature film.

The aquarium provides uniquely themed event venues for outdoor and indoor celebrations. Hosting your next client entertainment among penguins and sea turtles will amuse your guests. Plus, you can get a fantastic view of the city’s harbor and skyline during your stay. You can easily access top attractions and neighborhoods within walking distance of the aquarium, like the North End, The Waterfront, and the Financial District.

Learn more about New England Aquarium.

16. Samuel Adams Boston Brewery

Touring Samuel Adams Boston Brewery is among the most exciting client entertainment ideas in Boston. The brewery offers a series of exciting and interactive experiences. For instance, in the “Perfect Pour Experience,” you will be your own bartender and pour beer. The brewery also offers a VIP Pass Experience, combining beer tasting with an interactive tour. In addition, you can learn about the beer production process with the Sam Signature Experience.

The brewery hardly runs out of fun activities for visitors. Scheduled events like Beer Garden Yoga, Moving Day Party, and Stump Trivia make the brewery a favorite destination for many locals and tourists. With so many experiences, your clients will have a lot of fun at this destination.

Learn more about Samuel Adams Boston Brewery.

17. Boston Symphony Orchestra

Boston Symphony Orchestra is among the leading American orchestras in Boston, Massachusetts. Before or after a show, you can stop by OAK Long Bar + Kitchen, a nearby restaurant serving fresh, farm-to-table dishes.

You can entertain your guests by taking a free tour of the Symphony Hall. In addition, you can rent a function space in the Symphony Hall and host your client appreciation event in conjunction with a concert. Add-ons like police officers, Steinway grand piano, LCD projector, and extra time are available to make the most of your event. Aside from the concerts, this destination features the appearances of notable speakers like Loretta Lynch, Erik Larson, and Maria Ressa.

Learn more about Boston Symphony Orchestra.

18. Boch Center

Boch Center is a nonprofit art organization that manages the iconic Wang and Shubert Theatres. The theater features different performances, from comedy to live concerts and drag shows.

You can impress your guests by booking a pre-show tour for an exclusive view of The Music Hall. The tour will last 45 to 60 minutes. You can end your visit by dining at one of the nearby restaurants, like The Gallery at W, Montien Thai Restaurant, Sip Wine Bar & Kitchen, Bistro Du Midi, Maggiano’s, and The Merchant.

Learn more about Boch Center.

19. USS Constitution Museum

USS Constitution Museum is one of the most fun places to bring clients in Boston. You can locate the museum around the Boston National Historical Park. The museum is home to an extensive collection that explains the USS Constitution’s history, including all the adventures experienced on the ship.

The USS Constitution Museum has over 12,000 artifacts and records, from ship portraits and medicine to arms and ammunition. You will also find basic items used daily at sea by the early United States Navy. Two historic ships conveniently sit around the Navy Yard. Hosting your event at one of the museum’s venues will allow your clients to learn more about these ships.

Learn more about USS Constitution Museum.

20. Kings Dining & Entertainment

Kings Dining & Entertainment is an award-winning social venue in the center of Back Bay. You can visit the destination to play a game or share a drink with your clients. The lounge provides luxurious bowling and video gaming facilities. The destination has a vibrant atmosphere intensified by funky live music. Also, the talented staff members will ensure that your guests have the best time.

After an exciting game, you can relax with your clients while enjoying craft cocktails and watching your favorite sporting event projected on large screens.

Learn more about Kings Dining & Entertainment.

21. Clay Lounge

Clay Lounge is a pottery studio in Boston providing opportunities to get creative with clients. Since the activity can get messy, you should come with clothes you would not mind staining. In the one-time class, you will learn pottery-making techniques and hand-building fundamentals. You should plan to spend close to three hours in the studio, which means you will have plenty of time to chat with your guests.

Clay Lounge will provide the needed materials and instructions from experienced art teachers. Also, you get to choose your preferred glaze color. You and your clients will have a memorable experience creating your piece at Clay Lounge, regardless of your skill level.

Learn more about Clay Lounge.

22. Four Seasons Hotel Boston

Four Season Hotel Boston is a top-rated hotel in the Back Bay neighborhood. Hosting your meetings in this destination is one of the VIP client entertainment ideas in Boston. The hotel has up to 16 luxury event spaces.

You can add excitement to your meeting with a cocktail class led by the hotel’s mixologists. Your clients can also watch chefs make pastries and learn the techniques. In addition, the hotel provides an opportunity to go apple picking and learn how to make apple sauce afterward.

Four Seasons Hotel Boston is home to a luxury spa, fitness center, pool, and dining areas. You and your guests can retreat for a lovely view of the Boston Public Garden at Aujourd’hui Restaurant, located on the second floor.

Learn more about Four Seasons Hotel Boston.

23. Diablo Glass School

Diable Glass School is an art studio and glassblowing workshop in Boston. The studio takes engaging classes for interested parties at any skill level, focusing on glassblowing, fusing, flameworking, or stained glass. You can book the class as a private experience lasting at least two hours.

For a more fun experience, you can visit the studio for a “Fire and Wine” event. During the session, you and your clients will enjoy wine and cheese while an expert instructor demonstrates the glassblowing techniques. This experience is, however, reservable for no more than 20 attendees.

Learn more about Diablo Glass School.

24. Tavern of Tales

If your clients are board game lovers, then you can consider dining at Tavern of Tales. This bar serves delicious cocktails and has an extensive collection of board games, including;

  • 5 Minutes Dungeon
  • The Resistance
  • Forbidden Island
  • King of Tokyo
  • Mysterium
  • Colt Express

You and your guests will enjoy these games irrespective of your skill levels. Plus, you can book a private game room for up to six guests. After a game, you can share a drink at the bar and use this opportunity to learn more about your clients. Side games like Jenga, Chess, Codenames, Catan, Munchkin, Bang! The Dice Game, and Hanabi are available at the bar and patio.

Learn more about Tavern of Tales.

25. The Courtyard Tea Room

The Courtyard Tea Room is one of the most elegant client meeting spaces in Boston and is perfect for afternoon tea and small talks. Your reservation comes with a 90-minute duration. You can locate the tea room inside the Boston Public Library.

Aside from pots of teas, the menu also features sandwiches, sweets, and tea-infused cocktails. Before your seating, you can explore the public garden and the fountain area, a popular spot for casually taking pictures. Additionally, The Courtyard Tea Room can accommodate different dietary restrictions.

Learn more about The Courtyard Tea Room.


Boston is a great place to host your next client appreciation event. The city is home to iconic attractions like the USS Constitution Museum, Wang Theatre, and countless entertainment centers. Also, Boston has fantastic music, food, and art scene. There are many opportunities to spend an enjoyable moment with your clients in the city. You will also find indoor and outdoor areas to sit with your clients and have a heartful conversation. Whether your clients prefer gaming or creative activities, you can expect an unparalleled experience with these entertainment ideas in Boston.

Next, check out team building activities in Boston and company retreat ideas in Boston.

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FAQ: Client entertainment ideas in Boston, Massachusetts

Here are answers to questions about client entertainment ideas in Boston.

What are the best client entertainment ideas in Boston, MA?

The best client entertainment ideas in Boston include engaging in fun on-site activities at Four Seasons Hotel Boston, touring Fenway Park, playing board games at Tavern of Tales, making pottery at Clay Lounge, and dining at Bostonia Public House.

How do you entertain clients in Boston?

You can impress your clients with several experiences, like performing art, fine dining, and social gaming. Boston has many destinations that provide facilities to enjoy these experiences. Aside from the main entertainment offered in a particular destination, you can plan for extras like catering, tours, and a live band performance.

What are some good places to take clients in Boston?

Good places you can take clients in Boston are Clay Lounge, The Courtyard Tea Room, Carrie Nation, Boston Winery, DrinkMaster, Isabella Stewart Gardner Museum, and Massachusetts Bay Lines.

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People & Culture Director at teambuilding.com.
Grace is the Director of People & Culture at TeamBuilding. She studied Industrial and Labor Relations at Cornell University, Information Science at East China Normal University and earned an MBA at Washington State University.

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