Key West Captains

Key West Captains Call us today to learn more!

08/24/2026

Girl, do it all.

Wear the bikini. Take the pictures. Jump in the water. Lay on the sun. Catch a fish. Be ridiculous with your friends. Paddleboard through the mangroves. Dance on the boat. Stay for sunset. Laugh until your stomach hurts.

Some of the BEST days we get to be part of are just a group of women getting out on the water and having an absolute blast together.

Get the girls together. Get on a boat. And go have the kind of day you talk about for the rest of the year.

Bachelorette trip. Birthday. Girls’ weekend. Reunion. Or literally no reason at all.

We’ll handle the boat part. 😉

Here’s a little Key West secret: don’t sleep on August + September. 👉kwcaptains.com/private-charters/dry-tortugasYesterd...
08/24/2026

Here’s a little Key West secret: don’t sleep on August + September. 👉kwcaptains.com/private-charters/dry-tortugas

Yesterday was one of those days that reminded us why.

Less crowds. Glassy water. Barely any wind. Clear blue water and incredible snorkeling visibility. It's the perfect conditions for a full day exploring the Dry Tortugas.

These ladies did it right:

🤿 Snorkeled the Windjammer Shipwreck off Loggerhead Key
🏝️ Walked the beaches of Loggerhead Key, one of the most remote islands in the Keys
🧱 Explored Fort Jefferson and the history behind this incredible place

Yes, August and September are HOT! But when you’re spending the day cruising, snorkeling, swimming and exploring islands, being on the water is exactly where you want to be.

And with fewer visitors than peak season, this time of year can deliver some seriously beautiful days out there.

Want to experience the Dry Tortugas?

Day Charter Options
✅ Private charter for up to 6 guests — up to $3,000
✅ Private charter for up to 13 guests — up to $4,000
✅ Shared charter — $750/person

Want more time out there?
We also arrange multi-day private charters that give you time to slow down and explore more of the Dry Tortugas, Loggerhead Key, the Marquesas and other remote spots most Key West visitors never get to experience.

Tell us how many people you have and how you want to spend your time, and we’ll help you build the trip.

Contact the Captains 1st!
📲 (305) 209-3414
💻 kwcaptains.com
👉 Or just message us here

08/23/2026

This is Split Rock also known as Destroyer Key.

It's tucked into the backcountry west of Key West, surrounded by shallow water and mangroves.

And see that opening through the island?

That's where the name Split Rock comes from.

These backcountry waters can get extremely shallow, which is one reason places like this aren't somewhere you just punch into Google Maps and head toward in any boat.

You need to know the water.

We're constantly exploring the Lower Keys, checking out new routes and finding places worth bringing our guests.

Because some of the coolest parts of Key West...

aren't in Key West at all.

Come explore with us!

Contact the Captains 1st!
📲 (305) 209-3414
💻 kwcaptains.com
👉 Or just message us here





One thing we've learned working bachelorette charters in Key West…The best ones aren't overly planned.Get your girls tog...
08/23/2026

One thing we've learned working bachelorette charters in Key West…

The best ones aren't overly planned.

Get your girls together. Get on a beautiful catamaran. Put the music on. Grab a drink. Let us take it from there.

This crew spent the day with us aboard Mali Havana, one of the 45' catamarans in our fleet and this is exactly what we love about these trips.

There's room to spread out, a huge bow to hang together, plenty of shade when you need it, and once we drop anchor… everyone ends up in the water anyway!

Our team is taking care of the boat, watching the conditions, getting the water toys out and deciding where the day takes us next.

Your job?

Bring your favorite people and enjoy Key West.

Planning a Key West bachelorette? Don't just book a boat. Let us build the day. 😎

This is what a day at the sandbar can look like… 🌴👉kwcaptains.com/private-charters/sandbar-hoppingThere’s a whole world ...
08/20/2026

This is what a day at the sandbar can look like… 🌴👉kwcaptains.com/private-charters/sandbar-hopping

There’s a whole world to explore out here.

🌴 Find hidden swings + hammocks tucked away on secluded islands
🌿 Wade through mangrove mazes and shallow turquoise water
🏄‍♀️ Paddleboard along untouched shorelines
🎣 Cast a line for mangrove snapper
🏝️ Discover secluded beaches + tiny islands you’d never reach from land
🌊 Kick back in the shallow water with your favorite people
🌅 Stay out for an incredible Key West sunset

Every sandbar day can be a different adventure.

How would you spend your perfect day on the water?

Contact the Captains 1st!
📲 (305) 209-3414
💻 kwcaptains.com
👉 Or just message us here

08/19/2026

Key West has a secret most visitors never get to see.

It’s 20 miles offshore.

No roads. No resorts. No crowds waiting for the same photo.

Just the Marquesas Keys — a remote chain of islands sitting out in the Gulf, accessible only by boat.

And getting there is half the fun.

We took the 38' Tiara out for a day of exploring, swimming, island hopping and finding our own little piece of nowhere.

This is why we always say: don’t just visit Key West. Get out on the water.

There’s an entirely different world waiting beyond the shoreline.

Would you go?

Contact the Captains 1st!
📲 (305) 209-3414
💻 kwcaptains.com
👉 Or just message us here

Kinda chic to skip the ordinary Key West itinerary. ✌️Grab your girls. Charter the boat. Find the sandbars, reefs, seclu...
08/19/2026

Kinda chic to skip the ordinary Key West itinerary. ✌️

Grab your girls. Charter the boat. Find the sandbars, reefs, secluded islands and stretches of turquoise water most people never get to see.

Sandbar hopping. Snorkeling. Sunset cruises. Fishing. Sailing. Secluded islands. Dry Tortugas adventures. Full-day escapes and multi-day trips at sea.

You tell us what kind of day you want.

We'll find the boat and captain to make it happen.

Which kind of Key West girl are you — sandbar, sunset, snorkeling or full-day adventure? 👇

Ladies just wanna have fun… and need a boat. 😉👉kwcaptains.comGrab your ladies and get out on the water with our captains...
08/11/2026

Ladies just wanna have fun… and need a boat. 😉👉kwcaptains.com

Grab your ladies and get out on the water with our captains. Whether you’re celebrating something big, escaping real life for the day, or just overdue for a little adventure together - we’ll help you create the kind of day you’ll be talking about long after you’re back on land.

With Key West Captains, your ladies' trip can look however you want it to:

✅ Day trips to Dry Tortugas National Park
✅ Sandbar hopping in the backcountry
✅ Snorkeling colorful reefs & shipwrecks
✅ Exploring secluded islands & hidden beaches
✅ Fishing the waters around Key West
✅ Sailing the turquoise waters
✅ Sunset cruises around the harbor
✅ Multi-day escapes at sea
✅ Or a little bit of everything all rolled into one

Birthday trip. Bachelorette weekend. Ladies’ getaway. Or absolutely no reason at all.

Celebrate with your squad. Ladies know how to have fun. We know where to take you.

Contact the Captains 1st!
📲 (305) 209-3414
💻 kwcaptains.com
👉 Or just message us here

Anyone can book you a boat. But who’s behind the helm? 👉kwcaptains.com/meet-the-teamThat’s where the experience really b...
08/10/2026

Anyone can book you a boat. But who’s behind the helm? 👉kwcaptains.com/meet-the-team

That’s where the experience really begins.

At Key West Captains, we’ve built a team of people who have spent their lives on, in and around the water.

Sailors. Fishermen. Freedivers. Instructors. Boat builders. Mechanics. World travelers. Professional mariners. And some seriously adventurous humans.

Everyone brings something different to the table.

Some know exactly where to take you for an incredible day of fishing. Others can sail you through the Keys, find the perfect sandbar, take you snorkeling, make the run to Dry Tortugas or Captain a multi-day adventure far beyond Key West.

And sometimes you don’t need a charter at all.

Our team also provides professional Captain services including:

⚓ Owner/operator training on your own boat
⚓ Vessel deliveries
⚓ Vessel management and dockside inspections

That’s one of our favorite things about what we’ve built.

You tell us what you want to do, we know the Captain who can make it happen.

Now we want to hear from you…

What’s the one thing that makes a great Captain stand out to you?

✅ Local knowledge
✅ Experience
✅ Personality
✅ Knowing the secret spots
✅ Making everyone onboard feel comfortable
✅ All of the above

Tell us in the comments 👇 We’d love to hear what matters most to you when you’re spending a day on the water.

Contact the Captains 1st!
📲 (305) 209-3414
💻 kwcaptains.com
👉 Or just message us here

Somedays call for the sandbar. Somedays call for the Tortugas. 👉kwcaptains.com/explore-our-fleet/36-contenderGood thing ...
08/09/2026

Somedays call for the sandbar. Somedays call for the Tortugas. 👉kwcaptains.com/explore-our-fleet/36-contender

Good thing our newest addition to the fleet can take you both places.

Meet the 36' Contender.

This is a incredible boat for the group that doesn’t want to pick just one kind of Key West day. Hit the sandbar. Jump in and snorkel the reef. Explore some of the islands most visitors never get to see. Or head west and make a day at the Dry Tortugas National Park.

She’s fast, comfortable and set up for a full day on the water.

✅ Triple 350HP outboards
✅ Seakeeper stabilization
✅ Room for up to 12 passengers
✅ Full private bathroom
✅ Satellite internet
✅ Premium sound system
✅ Coolers + ice
✅ BYOB + catering options available

The best part? You don’t need to know exactly where you want to go before you call us.

Tell us who you’re bringing and what kind of day you’re looking for. We know the boats. We know the waters. We’ll help you put together a memorable day on the water for your crew!

Contact the Captains 1st!
📲 (305) 209-3414
💻 kwcaptains.com
👉 Or just message us here

Address

7005 Shrimp Road
Key West, FL
33040

Opening Hours

Monday 8am - 8pm
Tuesday 8am - 8pm
Wednesday 8am - 8pm
Thursday 8am - 8pm
Friday 8am - 8pm
Saturday 8am - 8pm
Sunday 8am - 8pm

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