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Cleveland is an iconic American city well known for its thriving arts and culture scene, successful sports teams, beautiful parks and various historical attractions. It's home to the world-famous Cleveland Orchestra, the Cleveland Browns and the innovative Cleveland Clinic medical centre.
The massive variety of things to do in Cleveland makes this a phenomenal location for an offsite retreat. With stunning accommodations, friendly locals and countless activities on offer, your team are guaranteed to enjoy an unforgettable stay in this midwestern city.
Cleveland is a sprawling metropolis that lies upon the southern banks of Lake Erie. Its enchanting cityscape—punctuated by landmarks such as Terminal Tower and the Rock & Roll Hall of Fame—has seen the city featured in American blockbusters such as The Avengers and The Christmas Story.
But there's more to Cleveland than what you see in the movies. This intriguing city, strategically positioned between land and water, is a bubbling cauldron of exciting team-building activities including kayaking tours, cooking classes, boat cruises, go-karting and much more.
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We've put together a list of
team-building activities for company retreats in
Cleveland
, including options that work well for both small and large teams.
With time spent in Downtown, the Flats, and Ohio City, this Cleveland retreat agenda spans three days with focused sessions, a cultural team experience, and a relaxed final day.
Cleveland works well for teams looking for a cost-effective US destination with a mix of city energy and waterfront access. A company retreat in Cleveland can combine structured sessions with relaxed social time, especially around the lakefront and revitalized downtown areas.
Cleveland Hopkins International Airport (CLE) is about 15–20 minutes from downtown by car or rapid transit. It offers solid connections across major US cities, making travel relatively simple for most teams.
Late spring through early autumn, particularly May to October, tends to offer the most comfortable conditions, with temperatures around 60–75°F. Winters can be cold and snowy, so retreats during that period are usually planned with indoor activities in mind.
Downtown Cleveland is the most practical for logistics, Ohio City offers a more local and food-focused atmosphere, The Flats provide waterfront views and nightlife, and University Circle works well for a quieter, cultural setting.
Teams often organize activities like Rock & Roll Hall of Fame visits, brewery tours, lakefront experiences, sports events, escape rooms, or guided city tours. In our experience, mixing indoor and outdoor activities works especially well here.
A 2 to 3 day schedule is usually enough to cover work sessions, team-building, and social time without overcomplicating the agenda.
Cleveland is generally more budget-friendly than larger US cities. Hotels, venues, and dining options are often more reasonably priced, which allows teams to plan a well-rounded retreat without stretching budgets too much.
Cleveland stands out for its combination of waterfront setting, sports culture, and ongoing redevelopment. It offers a more relaxed pace while still providing enough variety for team activities and group experiences.
The city has a strong mix of casual and modern dining, with a growing reputation for its food scene. Teams often plan group dinners, brewery visits, or evenings in areas like Ohio City and The Flats.
Getting around is fairly straightforward, especially if the group stays centrally. Teams we’ve hosted in similar US cities often rely on short rides, with some walkable areas depending on the neighborhood.
We had an unforgettable company offsite in Panama with 19 team members, and everything from start to finish was exceptional. The food was incredible, authentic, fresh, and consistently delicious throughout the trip. Our hotel stay was fantastic, especially the strong air conditioning, which was a huge plus in the tropical heat! Surf Office did an outstanding job managing everything. As a small team, using them was a huge help to ensure we hit deadlines, found team-building activities, and had a good selection of food choices. They were professional, highly organized, and incredibly on top of every detail, making the experience smooth and stress-free for everyone involved. From scheduling to coordination and on-the-ground support, they handled it all flawlessly. Transportation during the event was well-organized and reliable, making it easy to move between activities without a hitch. Overall, this was a 10/10 experience. Highly recommend this destination and working with Surf Office for any team looking to recharge, connect, and be inspired in a beautiful location. We will absolutely be using them again for our next company off site!
I had a great experience working with Surf Office! Elke and Alvaro were extremely helpful throughout the process and I always felt confident our retreat planning was in good hands. We've held 2 retreats working Surf Office and would recommend them to anyone looking for help planning a company retreat.
We are a 100% remote Software Company that has been doing self organized Teamevents since 2016. They are a very important part of our company culture and something the whole company is looking forward to throughout the year. As the company grew we have been searching for a partner to organize a Teamevent for 50 People in 2024 and have found the perfect one with Surf Office. The main advantage for us was not them taking over the main organization, it was that they just had the same vibe. You can find people who will organize a team retreat for you - but only a few will catch the right vibe and select the right venues - Surf Office does! Needless to say that the whole process was smooth and the organization was flawless. If you are a boring company, please do not hire them. But if you are a bunch of people that are working together and actually like each other, i would really give it a shot. For us, a Teamevent has never felt this easy.
We recently partnered with Surf Office to organize our company retreat in Osaka, Japan, and we couldn't be more pleased with the experience. From the outset, Surf Office showed exceptional ability to coordinate across time zones, manage the language barriers, and handling the logistical complexity of a group of 100+ people with ease and professionalism. The team from Surf Office were flexible, communicative, and proactive every step of the way. They helped us plan everything, from the event scheduling to restaurant reservations, hotel reservations for 100+ people, team activities, and last-minute changes They ensured the entire retreat was seamless, memorable, and highly energizing for our team. Thanks to their support we were able to focus on what mattered most: connecting as a team, exploring a new culture, and building lasting memories We highly recommend Surf Office to any company looking to run a world-class team offsite, especially in international destinations.
We went to Lisbon with 31 employees from all over the world. The event had been organised by SurfOffice/Elke. The hotel was top, the activities were top and the food was top. The communication with Surf O. was very good too, and it helped that Elke is a Dutch woman living in Lisbon. The coda app was not very handy at first, but turned out to be useful at the end/towards the event. We look back at a very successful All Company Meeting in Lisbon!
We can highly recommend Surfoffice for company retreats! From the very first contact until the end of our trip, everything went smoothly. Communication was consistently fast, reliable, and highly professional. A special thanks goes to Stef, who supported us throughout the entire organization process. She was always available, answered all our questions, and made the planning process extremely pleasant with her friendly and helpful approach. Lola also did an excellent job in finding the perfect accommodation for our group — her quick and competent assistance was invaluable. The accommodation itself was beautiful, with an incredibly kind host who took great care of our group and prepared delicious meals for us. Surfoffice provided us with a perfectly organized company trip — efficient planning, outstanding support, and a wonderful experience for the entire team. We are already looking forward to our next trip with Surfoffice!
SurfOffice delivered an absolutely outstanding service. Their attention to detail, responsiveness (literally day and night!), and presence throughout the entire process went far beyond our expectations. The whole team was a true pleasure to work with — professional, proactive, and always one step ahead. A special thank you to Cris, Romane, and Angela: you were exceptional. Your dedication, kindness, and efficiency made all the difference. Thank you again — we would 100% recommend SurfOffice and look forward to the next collaboration!
Great support, personalised service and great experience. Would highly recommend Surf Office services to any organisation. Their follow-up tools make it very easy to also communicate with your team.
I organized our company retreat with the help of SurfOffice, specifically with the help from Candela and Álvaro. They helped me tremendously, made sure important things were taken care of, deadlines were met and they made sure we could have a smooth experience with the company during the week - we had an absolute blast on Gran Canaria and the Team had an amazing week! The communication was absolute S-Tier. Clear, quick and always friendly, which made organizing an event very enjoyable, which normally is a rather monotone and sometimes even chaotic experience. I came into this without any event organization experience and leave with a "wow, this was smooth!". Thank you for this!
The most popular team building activities are surf lessons, SUP lessons and tapas night but there are plenty more to choose from.
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