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Key West Captains

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Key West Captains

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09/25/2026

Meanwhile in the Florida Keys… 😎

Down here, summer never ends. The water is warm, the sandbars are calling & boating season doesn’t come with an expiration date.

Take the boat. Find the clear water. Jump in. Stay for sunset. Do it again tomorrow.

Welcome to the Keys. 🌴

Ready to see it from the water?

Comment FLORIDA & we’ll help you find the right boat + experience for your crew.

09/25/2026

Some people like diamonds. We prefer ours scattered across the ocean. 😍

Clear, blue water, sunshine & a boat headed somewhere beautiful. That’s our kind of sparkle. 💎

Turns out the Florida Keys have their own kind of luxury. ✨

09/23/2026

You keep saying you want to do it…

Take the boat.
Go to the sandbar.
Snorkel the reef.
Explore the backcountry.
Make it all the way to Dry Tortugas.
Stay for sunset.

Stop waiting for the “perfect time.”

Book the trip. Make the memory.

A few hours. A full day. A multi-day escape. Sailing, fishing, exploring or doing absolutely nothing on a sandbar.

You tell us what kind of day you want. We’ll help make it happen.

So… what are you waiting for?

Book the trip. 🌴

DM TRIP and we’ll help you find the right boat + experience for your group!

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

09/20/2026

POV: You booked the boat that can take you pretty much anywhere. 👉kwcaptains.com/explore-our-fleet/37-midnight-express

The 37’ Midnight Express isn’t for sitting around at the dock looking pretty.

She’s built to MOVE.

One minute you’re cruising across open water, the next you’re tucked behind an uninhabited island, swimming in waist-deep turquoise water, snorkeling a reef, finding a rope swing in the mangroves or chasing the sunset back to Key West.

And when you’re ready to go farther? She can take you all the way to the Dry Tortugas.

Sandbars.
Hidden islands.
Snorkeling.
Beach exploring.
Sunset chasing.
Dry Tortugas adventures.
Or absolutely no itinerary at all.

That’s the beauty of having your own boat for the day.

⚓ 37’ Midnight Express
🌴 Private Key West charters
👥 Up to 13 guests
📍 Lower Keys + Dry Tortugas

Where are we taking you? 👇

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

09/10/2026

Dolphin playgrounds are easily one of the best parts of our trips 🐬

There’s nothing quite like cruising through the backcountry and suddenly having dolphins show up to swim, play and race alongside the boat.

No schedule. No aquarium. Just wild dolphins doing their thing in the waters around Key West.

This is why we love getting you out exploring the places you can only experience by boat.

Come find your playground with us.

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

09/08/2026

We are ALWAYS adding amazing new boats to the Key West Captains fleet 👀🚤👉kwcaptains.com/explore-our-fleet

Meet some of our newest additions:

🛥️ 90' Cortenzo | Mia
• 4 private guest cabins
• Multiple indoor + outdoor spaces
• Luxury day, overnight + multi day charters
• Dry Tortugas adventures

⛵ 42' Manta | Mystic Blue
• Private sailing catamaran
• 3 cabins
• Trampolines, hammocks + paddleboards
• Overnight + multi day trips
• Dry Tortugas + sailing adventures

🔥 38' Freeman • Quad engines
• Fast, powerful + stable
• Tons of deck space
• Fishing, snorkeling + offshore adventures
• Marquesas + remote islands

⚡ 37' Axopar | Knotty Rooster
• Sleek, fast + comfortable
• Up to 10 guests
• Sandbars + snorkeling
• Island hopping
• Dry Tortugas

🚤 37' Midnight Express - Blue
• Triple Mercury 350s with 1,050 HP
• Spacious bow + stern lounge seating
• Private bathroom
• Premium JL Audio sound system
• Sandbars, snorkeling + island hopping
• Dry Tortugas

💨 37' Midnight Express - Gray
• Up to 13 guests
• Twin 350s
• Spacious bow + stern seating
• Sandbars, reefs + secluded islands
• Dry Tortugas

🌊 32' Intrepid
• Shared Dry Tortugas charters
• Fort Jefferson
• Snorkeling + beaches
• Wildlife + optional fishing
• Experience the Tortugas without chartering the whole boat

And we're not done. 😉

With 30+ boats in our fleet, tell us what you want to do and who you're bringing. We'll help you find the perfect boat for your adventure.

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

09/07/2026

☀️ SEPTEMBER JUST GOT 20% BETTER 👉

For the rest of September, we’re taking 20% OFF three boats in our fleet! Use discount code KWCSept2026

27’ Monterey, two to choose from 👉kwcaptains.com/explore-our-fleet/27-monterey
38’ Tiara 👉kwcaptains.com/explore-our-fleet/38-tiara

The Montereys are made for those classic Key West days. Grab your crew, load up the cooler and GO.

Sandbar hopping. Snorkeling. Island exploring. Swimming, floating and doing absolutely nothing for a while. Or stay out and catch a Key West sunset on the way home.

Both Montereys accommodate up to 13 guests with comfortable seating, Bluetooth, an onboard bathroom, floats and loungers, plus coolers and ice.

And yes, we have two. One black and one white.

Which one are you taking? 👀

Then there’s the 38’ Tiara.

This is the boat when you want to go further.

Triple 350s, tons of comfortable seating and shade, a full cabin, full bathroom, galley, grill and fridge, and accommodates up to 13 guests as well.

Take her out to the Marquesas Keys, explore Boca Grande and the backcountry, snorkel the reefs, hit the sandbars, or make the run all the way out to Dry Tortugas National Park. 🏝️

Three boats. A LOT of ways to spend a day in Key West.

And for September...

20% less reason to stay on land. 😉

Tell us in the comments, Monterey or Tiara?

Tag your boat day crew and message Key West Captains to grab your September date. 🌊

09/02/2026

You’ve talked about it long enough. 👉 kwcaptains.com/explore-our-fleet

Pick a date.
Round up your squad.
We will handle the boat.

Explore our fleet 👇

✅ 90' Cortenzo
✅ 72' Marquis
✅ 62' Lagoon Power Cat
✅ 60' Sea Ray Sundancer
✅ 60' Fountaine Pajot
✅ 60' Fountaine Pajot Saba
✅ 48' Leopard
✅ 45' Fountaine Pajot Elba
✅ 45' Lagoon
✅ 42' Sea Ray
✅ 42' Lagoon
✅ 42' Manta
✅ 42' Lagoon
✅ 41' Bali
✅ 38' Tiara
✅ 38' Freeman
✅ 37' Midnight Express (2)
✅ 37' Axopar (2)
✅ 36' Contender
✅ 32' Belzona
✅ 32' Intrepid
✅ 30' Jeanneau
✅ 28' World Cat
✅ 27' Monterey (2)
✅ Key West Tiki Boats
✅ Salty Bottom Boat
✅ Salty Tiki

With over 33 boats to choose from, we’ll find the perfect boat for your squad AND the adventure you have in mind. 😎

✅ Sandbars
✅ Snorkeling
✅ Island Hopping
✅ Sunset Cruises
✅ Dry Tortugas
✅ Multi-Day Escapes
✅ Bachelor/Bachelorette Parties
✅ Birthdays
✅ Weddings
✅ Family Reunions
✅ Guys/Girls Trips
✅ Private Yacht Days

📲 DM us and tell us your group size + what you want to do. We’ll take it from there.

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

Website

https://www.kwcaptains.com/

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