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How to Organize a 25-Person Retreat in 2 Weeks: A Step-by-Step Guide

By Offsiteio Team4 min read

How to Organize a 25-Person Retreat in 2 Weeks: A Step-by-Step Guide

With the rise of remote work, team retreats are becoming more essential than ever. Did you know that teams that participate in offsite retreats report a 25% increase in collaboration and communication? However, planning a retreat on short notice can feel overwhelming. Fear not! This guide will take you through the steps to organize a successful 25-person retreat in just two weeks.

Overview: Why Choose a Quick Retreat?

Planning a retreat can seem daunting, especially with a tight timeline. However, a well-organized retreat can rejuvenate your team, foster relationships, and facilitate collaboration. Here’s why you should consider a quick retreat:

  • Flexibility: Short-notice retreats can capitalize on open schedules and spontaneous team energy.
  • Cost-Effective: You can often negotiate better rates with venues looking to fill last-minute slots.
  • Boost Morale: An unexpected getaway can reinvigorate team spirit.

Week 1: Venue Selection (Days 1-3)

Step 1: Define Your Budget

Establish a budget that includes venue, food and beverage (F&B), activities, and contingencies. Here’s a simple breakdown for a 25-person retreat:

  • Venue: 40% of budget
  • F&B: 25%
  • Activities: 15%
  • Travel: 15%
  • Contingency: 5%

Step 2: Research Venues

Here are some great venue options across different price points for a 25-person retreat:

| Venue Name | Location | Capacity | Price/Person/Night | Best For | Standout Feature | |-------------------------|------------------|------------|---------------------|------------------|---------------------------| | The Retreat at Split Rock | Brainerd, MN | 25 | $180 | Nature Retreat | Lakeside views | | The Conference Center at Harvard | Cambridge, MA | 30 | $225 | Academic Focus | Historic setting | | The Guild Hotel | San Diego, CA | 25 | $200 | Urban Escape | Rooftop bar | | The Chaminade Resort & Spa | Santa Cruz, CA | 25 | $220 | Relaxation | Spa services available | | The Woodlands Resort | The Woodlands, TX | 25 | $175 | Team Building | Extensive outdoor space | | The Inn at Virginia Tech | Blacksburg, VA | 25 | $190 | Tech & Innovation | Close to campus | | The Copperleaf Boutique Hotel | Appleton, WI | 25 | $160 | Boutique Feel | Personalized service | | The Stanley Hotel | Estes Park, CO | 25 | $210 | Scenic Retreat | Historic ghost stories | | The Lodge at Torrey Pines | La Jolla, CA | 25 | $250 | Coastal Vibes | Ocean views | | The Williams Inn | Williamstown, MA | 25 | $175 | Arts & Culture | Local art displays |

Insider Tip

Book directly with venues to often receive a 15% discount. Request a room block early to secure your dates.

Week 1: Finalize Venue (Days 4-7)

Step 3: Contact and Book

Reach out to your top venue choices, confirm availability, and finalize your booking. Aim to secure your venue by Day 7 to allow ample time for logistics.

Week 2: Plan Activities and Logistics (Days 8-14)

Step 4: Choose Activities

Select activities that align with your retreat goals. Here are some suggestions:

  1. Team Building Workshop

    • Duration: 3 hours
    • Group Size: 10-25
    • Cost: $75/person
    • Energy Level: Moderate
    • Indoor/Outdoor: Indoor
    • Logistics: Venue provides space, you provide facilitator.
  2. Nature Hike

    • Duration: 2 hours
    • Group Size: Up to 25
    • Cost: Free (self-guided)
    • Energy Level: High
    • Indoor/Outdoor: Outdoor
    • Logistics: Ensure participants have proper gear.
  3. Cooking Class

    • Duration: 2.5 hours
    • Group Size: 10-25
    • Cost: $100/person
    • Energy Level: Moderate
    • Indoor/Outdoor: Indoor
    • Logistics: Venue’s kitchen required.

Step 5: Create a Schedule

Draft a sample itinerary for your three-day retreat:

  • Day 1: Arrival, Welcome Dinner
  • Day 2: Team Building Workshop, Lunch, Nature Hike, Dinner
  • Day 3: Cooking Class, Wrap-Up Session, Departure

Risk Mitigation

  • What Could Go Wrong: Last-minute cancellations, weather issues, or venue double bookings.
  • Prevention: Confirm bookings in writing, have a backup plan for activities, and stay flexible with your schedule.

Conclusion: Action Items

  1. Finalize Your Budget: Allocate funds and set limits.
  2. Select Venue: Choose from the comparison table and book by Day 7.
  3. Plan Activities: Choose at least two engaging activities that fit your team.
  4. Draft and Share Itinerary: Ensure everyone is on the same page for the retreat.

Ready to get started? Utilize this guide to make your retreat a success!

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