Corporate Retreat Planning in Annapolis, MD

What should we plan for a Corporate Retreat in Annapolis, MD?

Sailing on the Chesapeake Bay: Experience the beauty of Annapolis by chartering a sailboat. Teams can bond while learning to sail or simply enjoying the scenic views.
Historic Walking Tours: Explore Annapolis's rich history with guided tours that highlight landmarks like the Maryland State House and charming colonial architecture. This activity encourages team discussions and shared experiences.
Escape Rooms: Challenge your team's problem-solving skills in one of Annapolis's escape rooms. Working together to solve puzzles fosters collaboration and communication.
Kayaking or Paddleboarding: Engage in some outdoor fun by renting kayaks or paddleboards. This is a great way for teams to unwind while enjoying the water and each other’s company.
Annapolis Arts District: Visit local art galleries and studios, where teams can participate in workshops. Creative activities promote teamwork and allow for personal expression.
Dining at Local Restaurants: Enjoy team meals at popular spots like Cantler's Riverside Inn for seafood or The Iron Rooster for comfort food. These dining experiences offer opportunities for casual conversations and bonding over shared tastes.
Nightlife at City Dock: After a day of activities, unwind at bars along City Dock. Venues like Pusser's Caribbean Grille offer lively atmospheres perfect for team relaxation.
Seasonal Festivals: Depending on when your retreat takes place, consider attending local festivals such as the Annapolis Boat Show in October or the Maryland Renaissance Festival in September. These events provide unique opportunities for team engagement outside typical activities.
Outdoor Team Sports: Organize friendly competitions such as volleyball or soccer at nearby parks like Broadneck Park. This encourages teamwork while keeping everyone active.

Incorporating these activities into your corporate retreat in Annapolis ensures a perfect blend of work, play, and bonding among team members from various locations.

Be more intentional about the time you spend together in-person.

We help you plan, execute, and follow-up after transformational experiences that lead to increased employee engagement, more effective management, and heightened productivity regardless of whether your company is remote-first, hybrid, or office-first.

Pre-event surveys to engage and prepare attendees

Vetted marketplace of venues, facilitators, and other vendors you'll need to execute the perfect team retreat

Actionable post-event feedback from your team

Tools to build better connection, camaraderie, and culture

Focus on what truly matters to your company, without worrying about the details and logistics

Improve communication, increase alignment, and build better company culture.

All you need to do is tell us your ideal location, dates, and budget. After you complete our short questionnaire and invite your team, we'll handle the rest.

Transparent pricing

Guidance throughout your retreat planning

Our team has strong hospitality and operational experience - let us help you plan the perfect Offsite

Don't have time to plan a team retreat? We'll save you the trouble while you focus on other high-priority items.

Offsite gives you the opportunity to recruit (and retain) A+ team members, give everyone something exciting to look forward to, and deepen connections that lead to more inspired work.

Industry-leading facilitation practices and research-driven tools to help you create real ROI from your Offsites

Agendas crafted to meet your strategic planning, training and development, and team-building goals

We understand what it's like to build a remote-first company in the new world of work. While some hotels and event planners may not “get” what you're trying to accomplish, we do as a fellow venture-backed startup (and we'd love to help!)