Boss’s Day Gifting How-To Guide


Boss’s Day is quickly approaching, and we know that sometimes gifting for this holiday can be a little tricky. We’re here to help with some easy tips, tricks, and unique Boss’s Day gifts that’ll make this day extra sweet!

However, before jumping into any Boss Day gift, think about why we celebrate our boss. For instance, we celebrate Boss’s Day to acknowledge the work and effort our bosses do every day to help us succeed with our professional goals!

“For many of us, our bosses are a critical part of our professional growth, and this occasion serves as an opportunity to step back and appreciate the knowledge and support they have provided us along the way. Use this celebration to highlight what makes your boss unique, why you enjoy working with them, and give meaningful recognition. This is your chance to thank your boss for their support, motivation, opportunities, and encouragement.”

Additionally, Boss’s Day allows us to gather as teams and create an impromptu team building event. As many offices tend to create some isolation, any team building activity helps create more camaraderie and put a smile on your boss’s face.

“Company-wide celebrations are a great opportunity to get everyone together in one place, and where each team member can really get to know each other in a relaxed atmosphere. This builds a sense of togetherness and relationships that’ll drive success. Trust, loyalty, honesty, and integrity, are all core characteristics exhibited by successful teams. Company-wide celebrations offer the perfect environment for these characteristics to grow!”

How to Select a Great Boss’s Day Gift

Choosing a gift for your boss can be somewhat difficult. However, Boss’s Day marks the day when you can show your boss that they make a difference. As the authority in celebrating everyday occasions, our team can help you select a great gift for Boss’s Day.

  • Think practically.

It’s always a good idea to think ahead when gifting – will your boss want to eat their treat now or save it for later? Maybe they’ll want to enjoy a bite or two now, but take the rest home! Some tasty choices that work perfectly for this situation include our Swizzle Berries® Mixed Chocolate Box!

Topping Ideas for Chocolate Covered Strawberries

Our Swizzle Berries® are hand dipped to perfection in gourmet, semisweet chocolate, then topped with decadent white Swizzle® so they look and taste spectacular! These sweet snacks are easy for your boss to store in the office fridge during the day and take home after work, which is a win-win situation that they’ll definitely appreciate!

Additionally, think about the office culture. Has it been stressful recently? Conversely, does your boss keep the mood light and fun? Fortunately, our Bundle Of Cheer arrangement, helps with either mood because it will surely provide some good vibes! (Plus, it includes plenty of fresh fruit and chocolate covered goodies for everyone in the office.)

Our Bundle of Cheer gift set has everything you need to make your boss’s day extra special. Chocolate dipped strawberries, chocolate dipped pineapple, and an assortment of fresh fruit are all carefully crafted in a keepsake container, and it’s all paired with a delightful box of mixed Dipped Fruit™ that features a flavor for every taste bud! Packaged all together with a fun and cheerful balloon, this thoughtful gift truly is a delicious way to turn any occasion into a celebration!

  • Personalization is key.

Personalization is a great way to go the extra mile when making your Boss’s Day gift stand out. Cater to their interests, their personalities, or even their personal taste! If your boss is a coffee who always looks forward to that afternoon treat, our Thrive Farmers Coffee & Berries Gift Box arrangement is a great choice. Thrive Farmers coffees and teas are sourced directly from farmers who receive predictable, stable and higher incomes to support their families and communities. It’s how Thrive Farmers is reengineering the coffee industry to break the cycle of poverty, and it’s how you get to enjoy an exceptional cup of coffee while making the world better. TOGETHER. CULTIVATING GOOD.

We also have a variety of add-ons to choose from like balloons or Gourmet Belgian Chocolate Pops, but for an extra personal touch, try our newest customization option – Custom Swizzle® Colors! Available in 66 different colors when you order in store, you can choose colors that represent anything – like your boss’s favorite sports team, your company’s colors, or even the colors of their college alma mater!

Conversely, if your Boss isn’t a sports fan, but really engages with everyone in the office, then find a gift that really acknowledges their effort and commitment. For example, the Kudos For All You Do™set clearly thanks your boss, but includes plenty of goodies for everyone!

We can’t think of a more memorable way to thank someone for their hard work than with our Kudos for All You Do gift set! Made with a delectable assortment of fresh fruit, including chocolate dipped bananas, chocolate dipped pineapple daisies, chocolate dipped strawberries, and more, this delicious gift truly has something for every taste bud. Plus, it’s topped with a Thank You balloon bundle as an extra sweet way to show your appreciation!

  • Make it shareable!

If your boss doesn’t mind sharing with the office, choose a gift with a variety of flavors that everyone can enjoy! This will also allow you to split the cost with your colleagues, making it a truly special treat for the whole team. If you’re looking for something that’ll WOW your boss, our Fresh Celebrations FruitFlowers® does not disappoint!

Fresh Celebrations FruitFlowers®

An irresistible combination of delicious fruit and indulgent chocolate, our Thank You FruitFlowers® is a perfectly indulgent treat that your boss will enjoy! Chocolate dipped strawberries, chocolate dipped bananas, chocolate dipped apples and fresh flowers, and so much more make this mouthwatering arrangement the ultimate sweet and satisfying treat to show your appreciation.

For another great shareable arrangement designed for a group of people is our Delicious Party® Dipped Fruit Delight basket.

Delicious Party

A completely delightful fruit arrangement filled with lots and lots of delicious chocolate dipped fruit is a great last minute boss’s day gift that the entire office can enjoy! Our Delicious Party® Dipped Fruit Delight bouquet features semisweet chocolate dipped (almost) everything: chocolate dipped pineapple, chocolate dipped strawberries, chocolate dipped apples, and banana bites dipped in both white and semisweet chocolate! It’s all arranged with some of our fresh fruit favorites.

This Boss’s Day, follow these steps to choose a gift that your boss will truly appreciate. If you’re still stumped on what to get, give your local store a call, look around the site for countless gift options. Looking for the perfect Boss’s Day gifting solution? Call our business gifting team or visit our corporate gifting page for all the ways we can help you out! Happy gifting!best boss ever