© 2023 by Sally BumBum Charters. Created CasualBusiness Group


About Us

!!!All Aboard The Big BumBum for the most amazing water experience you will ever have



We welcome you to the most fun on Bermuda's glorious waters! Capt. Leon the Island's only Sing Skipper presents The Big BumBum for your enjoyment. All those who have ever experienced s/v Sally BumBum will be happy to know that the fun is continues on The s/v Big BumBum.

The Big BumBum is a 56ft Bruce Roberts classic, which holds a capacity of 45 people. 

We cater to all events, whether you prefer a simple family outing with the kids or a "What happens here stays here" party cruise!  Sail, snorkel, swim, sightsee or just enjoy the music and entertainment featuring the “Singing Skipper”.  Sunset dinner parties for two, ten, twenty, or forty people, we give the Best Deal in Water entertainment!!!

Captain Leon Raynor has the most exciting boat extravaganza in Bermuda. As a sailor and musician, he has been a charter boat operator for many years and has brilliantly figured out away to combine the two bringing  you the most memorable experience while you vacation on Island. The "Singing Skipper" is a fine gentleman, a good sailor and the most exciting entertainer ever to grace our shores.

As you sail along the blanket of blue, Captain Leon will entertain and enlighten you with facts and myths which make Bermuda and its people what they are today. You can take it all in whilst lounging on the luxury yacht with its spacious sun deck. This beautiful vessel can accommodate up to 45 cruisers, so there’s no need to worry about being in cramped quarters!!

If lounging and sun bathing is not your thing, you can alternatively still enjoy the panoramic view of Bermuda’s treasures under the protective canopy. The yacht have “sugar scoops” to the snorkelling sea gardens and a few toys for the young and the not so young.

We look forward to you coming and experiencing The Big BumBum on your next vacation to beautiful Bermuda!

There’s always room just for you!!!