How Often Should Companies Hold Corporate Retreats? A Strategic Guide for Lasting Impact
- Feb 9
- 3 min read

How Often Should Companies Hold Corporate Retreats? A Strategic Guide for Lasting Impact
In today’s evolving workplace, company culture, connection, and alignment matter more than ever. With hybrid and remote teams becoming the norm, many organizations are asking the same question:
How often should we hold a corporate retreat to truly make an impact?
At Artisan Venture Tours, we work closely with organizations of all sizes to design intentional, results-driven retreats that strengthen teams and inspire meaningful progress. Based on years of experience and industry best practices, here’s our expert guidance on finding the right retreat rhythm for your company.
Why Corporate Retreats Matter More Than Ever
Corporate retreats are no longer just a getaway, they are a strategic investment. When done well, retreats can:
Improve employee engagement and morale
Strengthen communication and collaboration
Align teams around goals and vision
Reduce burnout and turnover
Spark creativity and innovation
In an age of virtual meetings and fast-paced schedules, stepping away from the day-to-day allows teams to reconnect as humans first, and that connection translates directly into better performance.
How Often Should a Company Hold a Retreat?
There’s no one-size-fits-all answer, but most successful organizations fall into one of the following models:
Quarterly Retreats
Best for:
Fast-growing companies
Startups or scaling teams
Organizations undergoing change
Quarterly retreats help maintain alignment, reinforce culture, and provide space for strategic planning. These can be shorter in length and more focused on team building, communication, or goal setting.
Biannual Retreats
Best for:
Mid-sized organizations
Hybrid or partially remote teams
Companies focused on steady growth
Hosting retreats twice a year offers a strong balance of connection and efficiency. Many companies use one retreat for strategy and planning, and the second for team bonding and reflection.
Annual Retreats
Best for:
Smaller teams
Budget-conscious organizations
Companies with strong ongoing communication
An annual retreat still delivers significant value when thoughtfully designed. When paired with clear goals, workshops, and team experiences, even one retreat a year can reset momentum and reenergize employees.
What Makes a Corporate Retreat Successful?
Frequency matters, but intention matters more.
At Artisan Venture Tours, we design retreats that balance:
Purposeful meeting time
Adventure and exploration
Team bonding experiences
Space to recharge and reflect
Our retreats are built around your company’s goals, whether that’s leadership development, collaboration, culture building, or simply reconnecting your people in a meaningful way.
Montana’s natural landscapes, combined with our curated experiences, offer the perfect backdrop for teams to unplug, refocus, and return to work with renewed clarity.
Choosing the Right Retreat Strategy for Your Team
The best retreat schedule depends on:
Team size
Company growth stage
Budget and resources
Company culture
Desired outcomes
If your team is feeling disconnected, overwhelmed, or in need of renewed motivation, it may be time to rethink how often, and how intentionally, you gather.
Partner With Artisan Venture Tours
Based in Livingston, Montana, Artisan Venture Tours specializes in designing unforgettable corporate retreats across the U.S., Canada, Mexico, the Caribbean, and Europe. From logistics and lodging to curated experiences and team activities, we handle every detail so your team can focus on what matters most.
Whether you’re planning your first retreat or refining a long-term strategy, we’re here to help you create something meaningful.
👉 Ready to start planning your next retreat?Visit www.artisanventuretours.com to learn more or connect with our team.



