Executive Retreat Itinerary Example
Three days designed for 6-12 leaders — a sample programme that changes how your team thinks
This sample itinerary illustrates the rhythm that makes our executive retreats effective for leadership teams of 6-12: structured morning work sessions when cognitive energy peaks, followed by afternoon experiences that provide the physical and mental contrast needed for insights to take root. At this group size, the intimacy enables honest strategic dialogue that's impossible in larger formats. Every element is customisable to your team's objectives, pace, and preferences.
The Deep Work / Restore Rhythm
Research consistently shows that strategic thinking peaks in the morning and that physical movement and novel experiences enhance creative problem-solving. Our itinerary is built around this science: mornings for structured strategy work, afternoons for curated Mediterranean experiences. The transition between modes is where the most valuable informal conversations happen — over lunch, during vineyard walks, on the boat. With just 6-12 people, every conversation is substantive.
Customisation Is Standard
This itinerary is a starting point. Some teams prefer longer work sessions and shorter experiences. Others want two deep-work days and a full experience day. We've hosted teams that brought their own facilitator, and teams that wanted us to arrange everything. The property and programme flex to your objectives — not the other way around.
Sample Itinerary
Arrival & Alignment
Arrive at Dubrovnik Airport. Private group transfer along the coastal road to the residence (90 mins). Settle in, workspace orientation.
Welcome lunch on the main terrace — local seafood, Pelješac wines. Opening session (2 hrs): objectives setting, ground rules, context sharing. Light format — round-table, no slides. With 6-12 around the table, everyone contributes from minute one.
Private chef dinner on the pool terrace. Local specialities paired with Dingač and Postup wines from vineyards you'll visit tomorrow. First informal conversations.
Deep Work & Vineyard
Strategy session (9:00-12:30): Core strategic challenge. Structured facilitation with breakout pairs. Whiteboard work and framework building. The intimacy of 6-12 enables the honest strategic dialogue that's impossible in larger formats — every voice matters, every disagreement surfaces.
Guided vineyard tour through the Dingač appellation — walking through the steep coastal slopes where Croatia's finest reds are grown. Private tasting at a family winery. Return via coastal path.
Working dinner: review Day 2 insights, capture preliminary decisions. Outdoor dining under the stars. Optional late conversation by the pool.
Decisions & Departure
Final session (9:00-12:00): Decision synthesis. Commit to 3-5 strategic priorities. Assign owners and 30-day milestones. Draft communication plan for the wider organisation.
Closing lunch. Free time for a final swim or walk. Group transfer to Dubrovnik Airport for evening flights.
Departure. Summary document sent within 48 hours. First follow-up meeting scheduled for 2 weeks post-retreat.
This Programme Works For
- Leadership teams running annual strategy sessions
- Executive committees aligning on transformation priorities
- Board offsites needing productive structure and privacy
- Founders groups preparing for major strategic decisions
- Teams of 6-12 who value substance over spectacle
Frequently Asked Questions
Design Your Own Retreat Programme
This itinerary is a starting point. Tell us about your leadership team and objectives, and we'll design the right programme for 6-12.
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