island ready for corporate fishing retreat

Key West Corporate Fishing Charters for Large Groups

Planning a corporate retreat, conference outing, incentive trip, or team-building event in the Florida Keys? Key West is a top spot in the country for great water experiences. Fishing charters are a popular way to bring teams together. But when your group has many employees, teams, executives, or clients, you need a charter that can handle more than six people at once.

Cowboy Cowgirl Sportfishing Charters is one of the few companies in Key West. They can host large corporate groups of 20 to over 75 guests. They do this with private vessels and a party boat that holds 35 to 40 passengers. We have six private charter boats that can hold up to six passengers each. We also have a large-group vessel. This allows us to plan and run a smooth, customized corporate fishing event that meets your schedule and goals.

Your team can enjoy offshore sportfishing, light-tackle inshore trips, shark fishing, or snorkel-and-fish combo tours. We also offer unforgettable days exploring the Marquesas Keys. We provide flexible options to create the perfect multi-boat, multi-style event for your group.

Why Choose Cowboy Cowgirl Sportfishing for Corporate Events?

1. We Can Accommodate Large Groups Up to 75 People

Most charter operations can only take six guests per trip. Cowboy Cowgirl Sportfishing is different. Our fleet structure allows us to host entire departments, corporate retreats, executive teams, and company-wide incentive groups.

We offer:

• Six private charter boats (up to 6 guests each)

• One party boat (35–40 guests)

• The ability to run multiple boats side-by-side

• The flexibility to launch different trip types at the same time

Your company can keep everyone together, split into teams, run internal competitions, or customize the experience by interest.

2. Multiple Trip Styles Available for Your Corporate Group

One size does not fit all when it comes to fishing events, especially with large groups. That’s why we offer a wide range of trip types your team can choose from.

Offshore Deep Sea Fishing

Perfect for high-energy teams looking to target mahi, tuna, wahoo, sailfish, or marlin.

Light-Tackle Inshore Fishing

Ideal for groups that want steady action in calmer waters.

Shark Fishing Adventures

A thrilling, memorable option that becomes the highlight of many events.

Snorkel & Fish Combo Trips

Great for mixed-experience groups and those who want both water activities and fishing.

Marquesas Keys Tours

A unique, scenic adventure to some of the most untouched islands in the Lower Keys.

Party Boat Fishing Trips

Perfect for large groups who want a more social, relaxed, and inclusive experience on a single vessel.

With so many options, your company can offer employees or clients the experience that fits them best.

3. Custom Scheduling That Fits Your Corporate Agenda

Corporate groups often have planned dinners, meetings, or tight conference schedules. We offer complete scheduling flexibility, including:

• Morning, mid-day, afternoon, or sunset departures

• 4-, 6-, 8-, or 10-hour trips

• Coordinated departures across multiple vessels

• Staggered start times

• Custom time blocks for corporate itineraries

Your fishing experience can be built directly around your retreat or conference calendar.

4. Fully Tailored Corporate Event Packages

We make corporate planning simple by offering customizable event packages that can include:

• Multiple private boats

• Party boat options

• Custom trip mixtures

• Catering and beverage add-ons

• Photography or video packages

• Team-building tournaments

• Prizes for biggest catch, most species, top boat, and more

• Custom apparel or branding through BiteBackBrand

We handle all the details so your team can focus on the experience.

5. Excellent for Team Building and Client Entertainment

Fishing is one of the most effective settings for team building. It naturally encourages communication, collaboration, and bonding, all while creating a relaxed environment away from the usual workplace.

This makes it ideal for:

• Strengthening teams

• Encouraging department interaction

• Celebrating company milestones

• Recognizing top performers

• Entertaining clients

• Rewarding employees

Teams return from the water energized, connected, and filled with stories to share.

How We Build Large Corporate Fishing Events

Step 1: Assess Group Preferences

We can survey your group to determine:

• Preferred trip style

• Comfort level

• Experience level

• Interest in fishing vs. snorkeling vs. adventure sightseeing

This ensures everyone gets an experience they enjoy.

Step 2: Create a Customized Event Blueprint

We’ll design the best layout for your group, including:

• Which boats are assigned

• Timing

• Trip combinations

• Captain and crew assignments

• Group flow and logistics

You’ll receive an organized plan before the event.

Step 3: Approve the Plan

Once approved, we coordinate everything with your company’s contact person or event planner.

Step 4: Enjoy a Flawless Corporate Fishing Experience

Your team arrives at the dock and everything is ready — boats, gear, crews, coolers, and the full event plan. No stress, no guesswork.

Book Your Large-Group Corporate Fishing Event in Key West

If you are planning a corporate retreat, an incentive trip, or a team-building event in Key West, we can help. Cowboy Cowgirl Sportfishing Charters is here for you. We have the boats, experience, and flexibility to create a fun fishing event for large groups.

We have six private boats and a party boat for 35-40 passengers. We offer different trip types and full customization options. This makes us the top choice for corporate planners and large groups visiting the Florida Keys.

For questions, customized packages, or booking details, contact us at 305-304-2946 or visit cowboycowgirlsportfishing.com.

We look forward to hosting your team on the water.