Escape the Ordinary with Key West Captains:

Your Private Paradise Awaits!

Key West, with its stunning sunsets, crystal-clear waters, and laid-back island vibes, is a dream destination. But why just visit paradise when you can experience it like a VIP? Enter Key West Captains, your gateway to unforgettable adventures on the water.

Forget crowded tourist boats and cookie-cutter itineraries. Key West Captains offers private boat charters tailored to your desires. Whether you're dreaming of a 3 day trip to the Dry Tortugas, a thrilling snorkeling expedition, or a fun-filled day of sandbar hopping, we've got you covered. Call or text us to speak directly with a Captain: (305)209-3414

Choose Your Adventure!

Featured Vessels

 

Sandbar Hop in Style!

 

27' Monterey - 400hp

  • Up to 12 passengers
  • Bluetooth Stereo
  • Assortment of floats
  • Bathroom onboard
  • Coolers and ice provided
  • Bring your own food & beverages
  • USCG Licensed Captain

 

Click the "Book Now" button for

pricing & real time availability

 


Sandbar Hop on a Tritoon!

 

22' Bennington Tritoon

  • Up to 10 Passengers
  • Bluetooth Stereo
  • Coolers provided
  • Bring your own food & beverages
  • USCG Licensed Captain
  • Large bimini for shade

 

 

Click the "Book Now" button for

pricing & real time availability

 


Indoses

 

Fountaine Pajot Elba 45

  • Up to 12 passengers
  • 3 bedrooms / 3 bathrooms
  • Air Conditioning
  • Bluetooth Stereo
  • Full kitchen / cooler / grill
  • Bring your own food & beverages
  • Catering or Private chef available
  • USCG Licensed Captain & Mate

 

Click the "Book Now" button for

pricing & real time availability

 


Key West Tiki Boat

 

Double decker pontoon tiki boat. 

  • Up to 12 passengers
  • Bluetooth Stereo
  • Lilly pad
  • Paddleboard
  • Coolers and ice provided
  • Bring your own food & beverages
  • USCG Licensed Captain

 

Click the "Book Now" button for

pricing & real time availability


SUV Of The Seas

 

37' Axopar

  • Up to 12 passengers
  • Bluetooth Stereo
  • Assortment of floats
  • Bathroom onboard
  • Coolers and ice provided
  • Bring your own food & beverages
  • USCG Licensed Captain

 

Click the "Book Now" button for

pricing & real time availability


Duet

 

Seawind 1260  -  41 feet

  • Up to 12 passengers
  • 4 bedrooms / 4 bathrooms
  • Air Conditioning
  • Bluetooth Stereo
  • Full kitchen / cooler / grill
  • Bring your own food & beverages
  • Catering or Private chef available
  • USCG Licensed Captain & Mate

Click the "Book Now" button for

pricing & real time availability


32' Sea Pro 

 

  • Up to 12 passengers
  • Bluetooth Stereo
  • Assortment of floats
  • Bathroom onboard
  • Coolers and ice provided
  • Bring your own food/beverages or catering options available
  • USCG Licensed Captain

Click the "Book Now" button for

pricing & real time availability


Salty Bottom Boat

 

  • Up to 36 passengers
  • Bluetooth Stereo
  • Assortment of floats
  • Bathroom onboard
  • Stay connected with WiFi onboard
  • Bring your own food & beverages
  • USCG Licensed Captain

 

Click the "Book Now" button for

pricing & real time availability


30' Jeanneau NC895

 

  • Up to 6 passengers
  • Bluetooth Stereo
  • Assortment of floats
  • Bathroom onboard
  • Coolers and ice provided
  • Bring your own food & beverages
  • USCG Licensed Captain

 

Click the "Book Now" button for

pricing & real time availability


Southern Cross

 

Leopard 48

  • Up to 12 passengers
  • 4 bedrooms / 4 bathrooms
  • Air Conditioning
  • Bluetooth Stereo
  • Full kitchen / cooler / grill
  • Bring your own food & beverages
  • Catering or Private chef available
  • USCG Licensed Captain & Mate

 

Click the "Book Now" button for

pricing & real time availability


Sugar Magnolia

 

Lagoon 42

  • Up to 12 passengers
  • 4 bedrooms / 4 bathrooms
  • Air Conditioning
  • Bluetooth Stereo
  • Full kitchen / cooler / grill
  • Bring your own food & beverages
  • Catering or Private chef available
  • USCG Licensed Captain & Mate

 

Click the "Book Now" button for

pricing & real time availability


Dream Reach

 

Leopard 44

  • Up to 12 passengers
  • 4 bedrooms / 4 bathrooms
  • Air Conditioning
  • Bluetooth Stereo
  • Full kitchen / cooler / grill
  • Bring your own food & beverages
  • Catering or Private chef available
  • USCG Licensed Captain & Mate

 

Click the "Book Now" button for

pricing & real time availability


24' Yamaha Jet  Boat

  • Up to 7 passengers
  • Bluetooth Stereo
  • Assortment of floats
  • Coolers and ice provided
  • Bring your own food & beverages
  • USCG Licensed Captain

 

Click the "Book Now" button for

pricing & real time availability

 

Ever Summer

Fountain Pajot MY44

  • Up to 12 passengers
  • 4 bedrooms / 4 bathrooms
  • Air Conditioning
  • Bluetooth Stereo
  • Full kitchen / cooler / grill
  • Bring your own food & beverages
  • Catering or Private chef available
  • USCG Licensed Captain & Mate

Click the "Book Now" button for

pricing & real time availability


Other Services

 

Professional Deliveries

Need a vessel moved? Our Captains are experienced in delivering boats both domestically & internationally throughout the US, South America & Caribbean Islands. 


Owner / Operator Training

Want to operate your own vessel like a pro? This course is a customized, on-water training available aboard your vessel. The Captain will come to your location and works with you aboard your boat.


Vessel Management

Full management for any size vessel. Weekly, Bi-Weekly or Monthly Dockside Inspections that can include routine maintenance, cleaning, Captain services, hurricane preparedness, etc.


Captain's Key West Picks

Our passengers are always asking us....What else should we be doing while we're here? So, we compiled a list of our favorite bars, restaurants, beaches, equipment rentals and even helicopter rides. Be sure to check them out!

 


Gallery


About us

Key West Captains is as local as it gets, but has the worldwide network in place to complete even the biggest of tasks! Our backgrounds range from 100 ton Master Captains, military veterans, corporate executives, boat builders, general contractors, college athletes, retired police officers, HVAC technicians, business owners, mechanics, sailors, power boaters and even have a teammate that has biked across the world! Like seriously! On a bicycle! With the vast majority of us living aboard our own large vessels docked at marinas right here on the island..... To say that we live and breathe the boat life, would be an understatement. 

 

Whether you are looking to snorkel the reef and sandbar hop this afternoon, schedule an overnight private charter to the Dry Tortugas next week or have your vessel moved from New York to the Bahamas next month. This is the team to contact!!!! Call/Text (305) 209-3414

 


Request A Quote!