General Proximity — YC Startup Takes on Cabo

For their latest company retreat, a rapidly growing remote-first startup chose Cabo San Lucas Villas as their destination, balancing stunning beachfront views with affordability. The decision to head to Cabo came after weighing options in California and Baja California, with Cabo emerging as the clear winner—offering accommodations and experiences at just a quarter of the cost of similar California-based options.

Objectives for the Retreat

The team aimed to mix productive planning sessions with opportunities to foster camaraderie and relaxation. Guided meditations, strategy meetings, and team-building activities were key components of the agenda, alongside creating lasting memories in a beautiful setting.

The Cabo Experience

Staying at the luxurious Cabo San Lucas Villas, the team enjoyed a seamless retreat. The standout highlight? A boat excursion that allowed the group to bond while taking in the breathtaking coastline. While the trip was largely a success, the team noted some logistical challenges, such as navigating Cabo's tipping-based economy and ensuring smooth reentry into the U.S. for international team members.

Impact on Team Culture and Productivity

Although the retreat was designed to balance work and bonding, the cultural benefits stood out most. The team managed to address key priorities but found that the experience was better suited to building relationships and fostering a collaborative spirit.

Working with Nowadays

Nowadays made the planning process effortless, helping the team identify Cabo San Lucas Villas and assisting with travel logistics and activities.

"Nowadays made everything so much easier. They found options we wouldn't have discovered on our own and guided us every step of the way. I'd recommend this service to anyone—even for personal trips."

Looking Ahead

For future retreats, the team plans to explore U.S.-based destinations, considering the travel concerns of their increasingly international workforce. They also plan to prepare more thoroughly for unique local customs, ensuring an even smoother experience next time.