Your domain registration is pending. Check back in an hour

Key West Watersports w/BobbyB

All Key West Tourist Watersports Private Charter Agent "There is magic in Key West...if you believe..."
Opening at 9:00 AM tomorrow
Header image for the site

Updates

You can be in The Wreckers Race...

Jan 15, 2023 – Jan 29, 2023

SUNDAY !!! YOU CAN BE IN
THE WRECKERS RACE
Reenact the history of Key West yore Mattie!
Complete with Top Shelf Grog
12:30 check-in
$59.95
Racers Party tonight at
The Schooners Warf Bar
Unforgettable!!!

BobbyB presets...

APPLEDORE SAILING
If you are looking for new adventures, unforgettable experiences, and a trip filled with watersport excursions, then the Historic Seaport has got you covered!

Schooner Appledore is home to a variety of different sailing adventures. From day sails to sunset s...

Read More
Book

Waiting for your ship to come in?
Let me BobbyB help you arrange the perfect boat for you.
Text/Call me BobbyB
LIVE Personal Service

Call now

Power Boat Races are back...

Oct 22, 2022 – Oct 30, 2022

Photo Courtesy of Race World Offshore Facebook

Race World Offshore returns to Key West for an amazing championship event. Five days of preparation and events (Sunday - Thursday) will precede three days of racing (Friday - Sunday). This is a great event for spectators.

Here is what people are saying...
Bobby is Amazing!! We decided we wanted to charter a private vessel at the last minute and remembered that some of the locals had suggested Bobby as the go to man! They were spot on because he made several phone calls to local captains until he found us exactly w...

Read More
Learn more

Key West Charter Fishing
We have it all. Let's talk and allow
me to provide live personalized service to find exactly the right boat for you.

Key West is a World Wide Famous Fishing hole and we have our finger on the pulse of Key West's vast fishing fleet and what is possible. Text me BobbyB for live personalized service. I will take all the time it takes to hear you say, "Yes! That is what I want"


Testimonials

10 months ago
Bobby is Amazing!! We decided we wanted to charter a private vessel at the last minute and remembered that some of the locals had suggested Bobby as the go to man! They were spot on because he made several phone calls to local captains until he found us exactly what we were looking for! He set us up with Captain Bryce Street who was simply amazing! We caught Tarpon, Baracuda and Yellow Jack...fish on with every cast too!! You can definitely trust Bobby to get the job done!
- Jerusha W
a year ago
I was in a bind because my original sunset cruise was cancelled less than 24 hours before it was suppose to happen. Key West Watersports with Bobby G. came through. Their customer service and follow through was excellent. We thoroughly enjoyed the sunset sailing cruise. The sailing crew was responsive; the snacks delicious and overall it was amazing. Thank you! I highly recommend them.
- Kathy L
a year ago
Bobby is my best wingman for my trip in Key west. I planned to propose my girlfriend during my trip and when I was searching online I found him. I reached out to him and he gave me the best options and within my budget. No professional planner would have made it. I was referred to a sunset Cruise with Blue ice.. and they were the best. He checked on weather, got some flowers upon my request and did the best he could ! We also booked our tours through him ! Common Folks! Let's not use big tech companies to book for local adventures and help bobby who stays on site and gets the best deals.
- Muthu R

Live Personalized Attention To You

Personal live service for all your Key West Vacation Watersports under one umbrella ⛱️.


Contact Us

Contact

Call now
  • (305) 923-9533

Address

Get directions
201 William Street B
Key West, FL 33040
USA

Business Hours

Mon:9:00 AM – 5:00 PM
Tue:9:00 AM – 5:00 PM
Wed:9:00 AM – 5:00 PM
Thu:9:00 AM – 5:00 PM
Fri:9:00 AM – 5:00 PM
Sat:9:00 AM – 5:00 PM
Sun:9:00 AM – 5:00 PM
Get quote
Message sent. We'll get back to you soon.