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view of a retreat location at the Florida Keys
Madison ShepherdJul 9, 2024 8:00:00 AM5 min read

Sample Company Retreat Agenda: Florida Keys

Sample Company Retreat Agenda: Florida Keys

Are you looking to create a memorable and productive corporate retreat for your team? 

The Florida Keys provides a destination for your company retreat where attendees can unwind, strengthen relationships, and host strategic sessions.

In this article, we’ll guide you through a sample company retreat agenda that will ensure your team returns refreshed, motivated, and more connected.

Curious to see how a few days in paradise can improve your team’s dynamics and productivity?

Let’s get started!

2 boats on the ocean in the Florida keys

Sample Agenda for Your Florida Company Retreat

A company retreat in Florida should include a variety of outdoor activities and plenty of chances for relaxation and connection. This 4-day agenda includes a range of group activities and strategic sessions, which can be tailored to fit your team’s preferences.

Day 1

  • Arrival and check-in at the all-inclusive, adults-only Little Palm Island Resort, the only private island resort in America, perfect for corporate retreats
  • Welcome reception with cocktails and small bites at the resort
  • Group dinner at The Dining Room, the main restaurant at the resort. It has been rated as the “Best Hotel Dining in Florida and #3 Restaurant in the U.S. by Zagat.”

Day 2

  • Group breakfast where guests can choose between fresh juices, various egg omelets, or French toast
  • Strategic planning session #1 after breakfast where attendees get together to analyze the company's current state, set goals, and formulate action plans for the future
  • Lunch buffet on the beach
  • Team building outdoor activity #1 after lunch where guests can break up into smaller groups and choose between snorkeling, a dolphin encounter, sailing, or just relaxing at the resort
  • Dinner on the Atlantic Deck, featuring fresh-caught fish, lobster, and other seafood
  • Networking cocktail hour after dinner to encourage relationship-building that boosts teamwork across different departments and helps build a strong professional network within the company

Day 3

  • Group breakfast served by the resort in the Monkey Hut, offering fresh fruit and build-your-own acai bowl stations
  • Strategic planning session #2 after breakfast where attendees can resume any conversation left from the previous day and expand upon ideas, discuss challenges, and work collaboratively to develop effective strategies
  • Lunch buffet on the beach
  • Team building outdoor activity #2 after lunch where guests can choose to participate in a group yoga session or take a half-day trip to the Dry Tortugas by Seaplane for an adventure
  • Special dinner on the white sand beach to celebrate the last night of the company retreat

Day 4

  • Group breakfast featuring an assortment of avocado toasts, fresh fruits, and omelets
  • Executive Leadership Development Workshop covering strategic thinking, decision-making, change management, and cultivating a positive organizational culture
  • Farewell lunch at the resort
  • Departure and transportation to the airport

Need more guidance? Check out our step-by-step guide to planning a successful company retreat. 

fish swimming in the ocean in the Florida keys

Additional Activities for Your Florida Company Retreat

There are plenty of activities for your attendees to enjoy during their stay in the Florida Keys. Here’s a list of group activity options:

  • Snorkeling or scuba diving (Key Largo considers itself the “Dive Capital of the World”)
  • Take a day trip to Dry Tortugas National Park
  • Take a photo at the southernmost point of the continental U.S.A
  • Swim with dolphins
  • Wander around butterflies at the Key West Butterfly & Nature Conservatory
  • Seaplane tour of the Florida Keys
  • Kayak or paddleboard
  • Backcountry flats fishing (great for sport-fishing enthusiasts or beginners)
  • Sailing excursion (with champagne and charcuterie, of course)
  • Skydive with views of the Key West and Florida Reefs

Need more ideas to create a successful retreat? Check out our article on company retreat ideas that boost morale and productivity

boat on the Florida Keys water with the sunset

Gifting Options

Leverage the theme of your location to provide special gifts for your attendees at the conclusion of your corporate retreats. 

  • Customized Beach Towels: Personalized with your company logo or each attendee's name.
  • Sunscreen Kits: A practical gift including high-quality sunscreen and after-sun lotion.
  • Waterproof Phone Cases: Handy for beach and water activities.
  • Eco-Friendly Water Bottles: Branded, reusable water bottles to keep everyone hydrated.
  • Local Snacks and Treats: A selection of locally sourced snacks and treats to give a taste of the Florida Keys.
  • Portable Chargers: Useful for keeping devices charged during excursions.
  • Beach Bags: Stylish and functional tote bags for carrying essentials to the beach.
  • Hats or Visors: Branded headwear to protect your attendees from the intense sun.

For more unique gift ideas, check out our article on gifts and giveaways for your next corporate retreats.

Florida keys island

Frequently Asked Questions

What location should we select for our next company retreat?

When picking a location for your company retreat, you'll want to consider several factors to make sure it's successful and productive, including:

  1. Objectives and goals: Company retreats can be part of your business strategy, so define the objectives and goals of your trip. 
  2. Accessibility: Assess travel distance, transportation options, and proximity to airports.
  3. Environment and atmosphere: Consider the surroundings and overall vibe of the destination and assess how it aligns with your company culture.
  4. Budget: Set a budget for the retreat that aligns with your financial constraints. 
  5. Season and timing: Research the weather conditions, tourist seasons, and local events that may impact the availability and pricing of accommodations.
  6. Team-building activities available: Assess the range of team building activities and team bonding opportunities available at the location.
  7. Accommodation options: Evaluate the capacity and suitability of the event space.
  8. Safety and security: Research the safety levels, healthcare facilities, and emergency services available in the location. 

Still can’t decide on a location? View our top executive retreat locations for your next corporate getaway

What property should we select for our next corporate retreat?

Make planning your company retreat easier by choosing an all-inclusive resort. All-inclusive resorts help make your planning more streamlined, by offering all the food, activities for your entire team, and amenities right on the property. 

Visit our list of top luxury properties for all-inclusive corporate retreats. 

deck at the Florida Keys

Plan A Successful Retreat with GoGather

Still not convinced? Check out our article on the benefits of hosting an executive burnout retreat for your team. 

Let's brainstorm a customized agenda for your upcoming company retreats.

plan your next corporate retreat with gogather


Madison Shepherd

Madison Shepherd is a Marketing Specialist at GoGather. When she's not writing blogs or sending out social media posts, she enjoys hiking, traveling, or reading at one of the many beautiful beaches in San Diego.