As many skiers and riders trade their skis and boards for hiking boots toward the end of winter, dedicated winter enthusiasts start preparing for a new chapter of the ski season.
05.02.2025 - 22:29 / thepointsguy.com
When you hear about a company retreat, you might imagine traveling to an urban destination with massive hotel complexes just to sit for hours in windowless conference rooms and spend evenings schmoozing over room-temperature drinks. You probably don't imagine jetting off to a charming, nature-filled town along the Pacific Ocean.
However, in 2024, TPG skipped the likes of Las Vegas and New York City to host its team-building retreat in Monterey, on California's central coast. Since it's a place more about outdoor activities and epicurean pursuits than corporate strategy sessions, Monterey may not seem like the typical destination for a business trip. However, it turned out to be a great place for our content team to strengthen bonds and foster in-person connections.
Here are some reasons why it worked for us and some things to consider when choosing a destination for a team-building, off-site retreat of your own.
The beauty of Monterey — well, aside from the seaside cliffs, clear blue water, rolling hills and colorful piers — is that it's actually easier to reach than you might think. Conferencegoers can fly directly into Monterey Regional Airport (MRY), about 3 miles from downtown.
MRY is a small airport, though, so prices can be high and route options limited. Since TPG staffers were flying to California from different cities around the world, San Francisco International Airport (SFO) offered cheaper and more direct flight options. SFO is about a 1 1/2- to two-hour drive from Monterey, so TPG arranged transportation via a shuttle bus service. The other Northern California airport option is San Jose Mineta International Airport (SJC), and some TPG staffers found flights there. Of course, neither option is as convenient as flying directly to the destination, but it does prove that hosting a retreat in a scenic destination isn't as difficult as it may seem.
Another perk of Monterey's small-town vibe is that it encourages groups to stay together after work hours. During a trip to a sprawling city like Las Vegas or New York City, staff members might peel off to see local friends, catch a show, go to a sports game or do something else once the work day ends. However, thanks to Monterey's more secluded atmosphere, TPG staffers stuck together to explore the small city once meetings wrapped, and we even planned evenings out in the nearby hamlets of Carmel-by-the-Sea and Pacific Grove. Copy Editor Will Gordon said one of the best bonding experiences was spending free time exploring the area's bars and restaurants with other staffers.
Key takeaway: Heading to a not-so-corporate destination encourages staff members to spend more quality time together — an outcome that is definitely worth a bit of extra planning
As many skiers and riders trade their skis and boards for hiking boots toward the end of winter, dedicated winter enthusiasts start preparing for a new chapter of the ski season.
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