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Key West Watersports w/BobbyB

All Key West Tourist Watersports Private Charter Agent "There is magic in Key West...if you believe..."
201 William Street B, Key West, FL
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Key West Sunset Sails

May 11, 2022 – Aug 31, 2022

Known for spectacular sunsets, Key West Watersports with BobbyB has the right sunset sail for you.

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2022 and business is booming. Here are a couple tips.

Take shuttle services if offered where you will be staying. Parking in Key West is limited and expensive.
If you must drive allow 20 minutes to find parking. Everyday I see people miss their scheduled excursions due to parking. Companie...

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7 months 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
5 months ago
We booked a private cruise around the Island. The Captain was excellent and made it special. Gave us lots of information on sights and the boat was clean & comfortable. The boat left on the agreed schedule and the price was as agreed. Can’t think of any negatives or improvements to suggest. Highly recommend this booking service.
- Bob G
9 months 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 E

Live Personalized Attention To You

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

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  • (305) 923-9533


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201 William Street B
Key West, FL 33040
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