Key West Captains
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03/16/2026
🏝️ Loggerhead Key from Above 🌊
Way out in the Dry Tortugas, about 70 miles west of Key West, sits one of the most beautiful and remote islands in Florida — Loggerhead Key.
From above, you can really see why this place feels like something out of a dream. Crystal-clear turquoise water, a perfect white sand shoreline, and the historic Loggerhead Lighthouse watching over the island.
Trips out here are something special. Whether you arrive by sailing charter or private boat, stepping onto this island feels like discovering a hidden corner of the ocean that most people will never see.
It’s not just a boat trip — it’s a true Florida Keys adventure.
⚓ Want to explore remote islands like Loggerhead Key?
Book your Key West sailing or private charter today.
👇 If you could spend the day here, what would you do first — swim, snorkel, or explore the island?
03/14/2026
⛵🌊 Life on a Key West Catamaran
There’s something special about spending a day sailing through the Florida Keys on a catamaran. Plenty of space to relax, sunshine overhead, and the endless blue water stretching out in every direction.
Some guests kick back and enjoy the breeze, others grab a seat at the helm to learn a little about sailing, and everyone gets to soak in the laid-back rhythm of life on the water.
Trips like this are what make Key West sailing charters unforgettable — great company, beautiful scenery, and the kind of day you wish would never end. 🌴
⚓ Ready to experience a day on a Key West catamaran?
Book your sailing charter today.
👇 If you were on this boat — relaxing in the sun or taking the helm?
03/13/2026
🌅⛵ Sunset Sailing in Key West
Some moments on the water are hard to put into words.
The sails are up, the breeze is perfect, and the sun slowly drops toward the horizon while the ocean turns gold around you. Out here, time seems to slow down and the only thing that matters is the view.
Sunset sails in Key West are one of those experiences that stay with you long after the trip is over — peaceful, beautiful, and the perfect way to end a day in the Florida Keys.
Sometimes the best seat in the house is simply standing at the bow and watching the sun disappear into the ocean. 🌊
⚓ Want to experience a Key West sunset from the water?
Book your sunset sailing charter today.
👇 Sunset on the water or sunset on the beach — which do you choose?
03/09/2026
🐠🌊 Snorkeling at Sand Key Reef
Just a few miles off Key West lies one of the most beautiful underwater worlds in the Florida Keys — Sand Key Reef.
Crystal-clear water, vibrant coral, tropical fish everywhere, and the iconic Sand Key Lighthouse standing watch in the distance. It’s the kind of place where you jump in the water and instantly understand why the Keys are famous around the world for snorkeling.
Trips like this are perfect for families, couples, and anyone who wants to experience the ocean up close — no fishing rod required. Just a mask, fins, and a sense of adventure. 🐠
⚓ Want to explore the reefs around Key West?
Book your snorkeling or reef charter today.
👇 Snorkelers — what’s the coolest thing you’ve ever seen underwater?
03/09/2026
🏝️ A Perfect Day at Loggerhead Key ⛵🌊
Some trips aren’t about the fish… they’re about discovering places most people never get to see.
This crew spent the day exploring Loggerhead Key, the remote westernmost island in the Dry Tortugas. Crystal-clear water, untouched beaches, and a quiet stretch of sand that feels like your own private island.
After a beautiful sail on a Key West catamaran charter, the dinghy ride to shore is where the adventure really begins — swimming, exploring, and soaking in one of the most incredible spots in the Florida Keys.
Days like this remind you why the ocean is the best place to be. 🌴
⚓ Want to experience places like Loggerhead Key for yourself?
Book your Key West sailing charter today.
👇 If you were here right now — snorkeling, exploring, or just relaxing on the beach?
02/21/2026
She said YES to the boat 🥂🌊👉kwcaptains.com/explore-our-fleet/38-seawind-sea-wanderer
Sea Wanderer showed up yesterday… and delivered.
Yesterday was the blueprint for how birthdays + bachelorettes should be done in Key West.
Sun out.
Champagne flowing.
Snorkeling over vibrant coral reefs.
Lily pad lounging.
Music up.
Barefoot dancing in the salt air.
Zero strangers on your boat.
Just your crew. Your captain. Your celebration.
The Seawind design is made for connection. The cockpit and salon open up into one seamless space, so no one is separated from the fun. Everyone’s together - whether you’re dancing, snacking, or setting up the perfect birthday toast.
Why this boat stands out:
👯 Open-layout social design
⛵ Wide, stable catamaran ride (yes, dancing approved!!)
🤿 Easy water access for snorkeling and floating
📸 Forward trampolines for sunbathing + photo ops
🎉 Shaded lounge space for charcuterie spreads and birthday setups
It’s smooth.
It’s spacious.
It’s built for celebration energy.
Sea Wanderer is available for:
• Half Day Charters
• Full Day Charters
• Sunset Cruises
• Multi-Day Charters at Sea
If you’re planning a birthday, bachelorette, girls trip, or just want to celebrate life on the water - this is the move!!
Prime spring and summer weekends book fast.
Don’t wait until your date is gone.
Who’s claiming this boat next? 👀
Click here to claim your Sponsored Listing.
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Contact the business
Website
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 |