Skip to content

3 Days to Save on ALL Your 2027 Stays

We’re not just offering the widest stay window with savings across the entirety of 2027; it’s also the lowest rates you’ll find in the next calendar year. Period. Now until Wednesday night, lock in up to 31% off all Opal Collection hotels and resorts.
After that, it’ll be another year before you see savings like this again.

Browse Properties
Aerial view of a coastal town at sunset, featuring a marina with boats docked along the piers. Sunlight reflects off the water, and buildings with red and white roofs are surrounded by lush greenery. The sky is clear with a warm glow.
Back

How to Plan A Fun-Filled Company Retreat at Opal Key

Your employees might not jump at the idea of a company meeting, but when you announce that it’s in Key West … they’ll be packing their suitcases before you can say “Southernmost Point.” If you’re looking for a location that has all the modern business amenities, but is only steps from some much-needed fun, Opal Key Resort and Marina is the perfect place. We put together a sample agenda to get the ideas flowing.


A SAMPLE AGENDA FOR CORPORATE TEAM-BUILDING

Arrive in Style

When you step into the lobby of this Old Key West-style resort, you’ll be greeted by tropical flowers, warm island breezes and colors that reflect the nearby waterfront. Spacious guest rooms evoke the colors of the ocean and are available from single rooms up to three-bedroom suites.

A spacious hotel room with a king-sized bed, teal and white decor, and wooden furniture. It features a ceiling fan, a large painting, a seating area with a soft chair and table, and a kitchenette with a microwave and coffee maker.
A modern kitchen with a stainless steel refrigerator, microwave, white cabinets, and a coffee maker. A teal jug sits on a matching tray on the countertop, and theres a blue tiled backsplash. A silver faucet is visible in the foreground.
A modern hotel room features a small kitchenette with stainless steel appliances, a beige sofa, and a round coffee table on a turquoise rug. A sliding glass door opens to a balcony with a view of palm trees and the ocean.

Start off with Breakfast, Island-Style

Start your day off right with a customized breakfast catered right to your meeting space, or gather your team at Bistro 245. This open-air, waterfront restaurant is a picture-perfect space to enjoy a morning cup of joe and some fresh, tropical fruit while soaking in some truly stunning scenery. The breakfast menu includes staples like steel-cut oatmeal and pancakes as well as island-inspired fare like Caribbean french toast and fresh-squeezed Florida orange juice.

A plate of french toast topped with strawberries and bananas and a cup of coffee in the background.

Attend the Morning Keynote

The Opal Key Resort and Marina is one of the top meeting spaces in Key West, and with space to accommodate up to 300 guests, you can host an all-company annual conference or an intimate executive retreat. 

The Truman Ballroom is a space you can customize to accommodate everyone at once, or break apart into smaller groups from 28 to 70. Start your day off with an energizing keynote speech in this large, modern space that fits everyone and is fully equipped with audio-visual equipment and wifi.

Enjoy Lunch Al Fresco

It’s time to head back outdoors and get a dose of Florida sunshine. Castaways poolside bar serves up delicious, island-inspired fare in a lush landscape where shade abounds and the smell of saltwater is in the air. Choose from apps like Southernmost crab cakes or seared yellowfin tuna, a variety of seafood-based salads, hearty sandwiches from a filling Monte Cristo to a flaky grouper, and top it off with a Key West staple, key lime pie.

Two plates of seafood dishes.

Head to Afternoon Breakout Sessions

Make your afternoon sessions a more intimate affair as your teams spread out around the resort’s other meeting spaces.

  • The Dewey Boardroom, a 16-seat room that features a granite table top, balconies and windows open to island palm trees
  • The Sunrise Boardroom, with room for 28 to 75 and filled with natural light
  • The Bravo Boardroom, which can accommodate 10 people and is perfect for intimate gatherings

Or, if you wish, let the resort’s expert staff reconfigure the large ballroom into as many as six smaller spaces.  

Sneak in a Break

If you have time between meetings, Opal Key Resort and Marina has plenty of opportunities to take a step away from the work and have a moment of fun. Take a stroll along the resort’s marina to see boats of all types, dip your toes into the sparkling pool, or grab a power nap on one of the pool deck’s luxury loungers. If you’re looking for a way to cool off, look for one of the resort’s complimentary smoothies or fresh-fruit popsicles – they’re offered every day!

If you have slightly more time, the resort’s state-of-the-art fitness center offers cardio machines complete with smartphone ports, free weights, yoga mats and more. For a more relaxed break from the day’s work, stop by the property’s intimate, full-service spa.

Three women on a boat taking photos.

Celebrate the Sunset

There’s nothing in the world like a Key West sunset celebration, and your entire team can enjoy one of Mother Nature’s finest shows – minus the crowds – from the resort’s private Sunset Deck. With plenty of room to spread out and relax, you can enjoy hors d’oeuvres like lobster quesadillas and Cuban sandwiches, margaritas and other tropical drinks, and breathtaking sunset views right from the water’s edge.

specialty cocktail by the pool
lobster quesadilla

Enjoy the Island After Dark

If a good venue is all about the location, then Opal Key Resort and Marina is pure Key West perfection. Nestled on the waters of the Gulf of Mexico, this tropical getaway is within walking distance of many of the destinations that draw visitors to Key West: Mallory Square, The Key West Shipwreck Museum, the Conch Tour Train, the Truman Little White House and the nightlife of Duval Street are just a short walk away. 

You may also like
A scenic view of a sunset city skyline of Sarasota over water.

Top Things to Do in Sarasota January Through April

Up-close and personal with MLB stars, exclusive art tours, and a seafood festival are just a few reasons to visit Sarasota, Florida, during these select winter and spring months. There’s a reason so many travelers flock to Sarasota during the…

Read more
Downtown Nashville skyline with modern and historic buildings, including the AT&T Building, under a clear blue sky and autumn trees in the foreground.

Things To Do in Nashville This Fall: A 72-Hour Guide

Three days is enough time to get beyond Broadway. Here’s how to spend a fall weekend in Nashville, from bluegrass in the park and changing leaves to Cheekwood Harvest and some of the season’s best local events. There are plenty…

Read more
An aerial shot of the sparkling blue waters of Siesta Key near Sarasota, Florida.

Why Sarasota Is America’s #1 Town to Visit in 2026, According to CNN

In July 2026, CNN Travel named Sarasota County No. 1 on its list of America’s Best Towns to Visit. The beaches certainly helped, but the real answer lies in an unusual mix of circus history and serious arts, rare botanical…

Read more
Aerial view of a coastal town with sandy beaches, ocean waves, buildings, parked cars, and a bridge connecting the shoreline to the city.

Your Guide to John’s Pass in Madeira Beach, FL

Beyond the souvenir shops and sightseeing cruises, this historic Madeira Beach fishing village still has a working-waterfront soul. Here is a rundown of the best boardwalk spots you can’t miss during your trip to John’s Pass. Just north of Treasure…

Read more