Double Trouble Charters

Double Trouble Charters Private Charters•Experienced Captains•Family-friendly•Watersports•Reef Fishing•Stingrays?
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04/11/2024
04/11/2024

We will be closed tomorrow, the 5th of November due to the approaching storm ⛈️💨 stay safe everybody!

03/11/2024

The Cayman Islands have been placed under a hurricane watch as of 4:30pm on Sunday as a system developing in the southwest Caribbean strengthens.

03/11/2024
03/11/2024

Caymanian guitarist Mitchell Olsen 'Jah Mitch' Ebanks, has died after a long battle with cancer at age 72.

03/11/2024

This Thanksgiving, leave the cooking to us. Join us at The Falls Steakhouse for a holiday feast filled with expertly prepared dishes, warm ambiance, and unforgettable moments with loved ones. ✨

Thanksgiving reservations are open now.

Where Everyone Goes to Meat.
3459454755 | www.thefallssteakhouse.com

02/11/2024

We have 10 t.v’s & 2 BIG screen projector’s,!!!! come in and enjoy country music, bbq, drinks, beers, tv only at We look forward to serving you!!! #

02/11/2024

The Pirates are coming ☠️😎🍻

Adopt
02/11/2024

Adopt

Had some tight lines recently 😋 reef fishing 🎣
31/10/2024

Had some tight lines recently 😋 reef fishing 🎣

29/10/2024

Adopt don't shop. Loads of kitty's need homes from Cayman Islands Humane Society

29/10/2024

Life is meant to be enjoyed, so indulge a bit! What’s for dinner tonight? We love seafood at Ragazzi. Our chefs are serious about making gourmet dishes that look amazing and taste incredible. Joining us this evening? We hope so!

29/10/2024

🌴 An Unforgettable Lunch Awaits at Coconut Joe's! 🍽️
Join us for an incredible lunch experience filled with fresh flavors, tropical vibes, and great memories!
📍 Location: 362 West Bay Road, George Town, Cayman Islands
📞: +1 345-943-5637
Don’t miss out on the island magic. Let’s make this lunch unforgettable! 🌺🍹

29/10/2024

Update: Racy is adopted!
Happy National Cat Day!
If you are considering to adopt a cat, visit our website or cat room today!

You can also see our adoptable cats here! 😺 https://caymanhumane.org/adopt/adoptable-cats/

27/10/2024

The Ministry of Planning has applied for a coastal works licence to dredge out an area of 12,000 square feet of the seabed in East End.

27/10/2024
26/10/2024
25/10/2024

Lunch goals! LSAG3 Course Lunch Available Mon.-Fri. 11:30-3pm

25/10/2024

Today that would get you about 15 items 😩

Fresh pasta makes a difference
24/10/2024

Fresh pasta makes a difference

Did you know our pastas are made fresh, every day? That’s right, we don’t pull dry noodles from the box, we make the noodles ourselves! Our chefs live to make incredible dishes. From the freshest of pasta to the crispiest of pizza, everything on our menu is spectacular!

Great Smoke House 🏠
24/10/2024

Great Smoke House 🏠

BBQ beef Ribs So Good ...Happy Thursday, Fans! We have your favorite BBQ ready just for you! Stop by and get your fix!

Locals supporting Locals
24/10/2024

Locals supporting Locals

📽️ Watch Beacon Farms on Sir Turtle Entertainment in flight! ✈️ We’re proud to feature Beacon Farms, a powerful documentary showcasing the incredible work being done in sustainable farming and community building right here in the Cayman Islands.

Now streaming on all Cayman Airways international jet flights, this film tells the story of resilience, innovation, and hope. Don’t miss it on your next journey with us! 💚

Address

P. O. Box 314
West Bay
KY1-1301

Telephone

+13459258761

Website

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Videos

Beautiful day at Stingray City #doubletroublecharterscayman #privatecharter #vacation #families #stingraycity #grandcayman #snorkeling #bestcaptain

Blue sky, crystal clear water and stingrays 💋 😘. 7yrs good luck all around #watersports #doubletroublecharterscayman #privatecharter #familytime #vacation #stingraycity #stingray #grandcayman #snorkeling #bestcaptain #nofilter

#privatecharter #watersports #doubletroublecharterscayman #snorkeling #caymanislands #nofilter #clearwater #naturelovers #saltlife #locals

When you stand out in a crowd 😎🏴‍☠️🇰🇾 #doubletroublecharterscayman #privatecharter #vacation #stingraycity #BennettBrothers #bestcaptain #caymanislands #nofilter #clearwater

We had some young ones from CIS come out with us this week to learn about the Stingrays. Hope you all enjoyed it. #stingraycity #locals #stingray #grandcayman #snorkeling #caymanislands #clearwater #doubletroublecharters

We had every age in this group. Both young and not so young 😊 enjoyed every moment. And got all the luck for the next 7yrs with Stingray Kisses 💋 #privatecharters #doubletroublecharterscayman #stingraycity #stingraykisses #GrandCayman #family

These venomous jellies have been found on our Shores. Please watch out for them while swimming. Keep an eye on your kids and pets. Be safe everyone. #GrandCayman #portugues #jellyfish #beach #beware

We are geared up and waiting to share with you our little piece of Paradise.🇰🇾 We do Full Days, Half Days, and also the Bioluminescent tour. Staying on the Eastern Side? NO PROBLEM MON. We can pick you up at Kaibo. Contact us today to book your, Private Charter. #privatecharter #kaibopickup #stingrays #biobay #GrandCayman #doubletroublecharterscayman

The weather yesterday was absolutely beautiful 😍 This group got some fresh lobsters to cook and got some more good luck for the New Years by kissing some Stingrays. Even the sunset and moon rise was gorgeous 😍 ✨️ #nofilter #clearwater #lobsters #stingraykisses #privatecharter #GrandCayman #kaibopickup #doubletroublecharterscayman

We had the pleasure yesterday of meeting another BENNETT family. 😀 The seas were a bit rough, and there was some winds, but the sky's were clear and 🌞 sunny. Christmas season in full swing. 🎄 #Bennett #doubletroublecharterscayman #stingrays #starfish #privatecharter #reeffishing #conch #islandlife

This Thanksgiving week we were on full speed ahead. With back to back Charters. We are so thankful for all of you, our clients, who choose to come with us every year ❤️ We wouldn't be here today without you. 🍻 Cheers to all of us! We made it through another year. 🍻 to a Happy, Healthy and safe Holiday season. Feel free to check us out on TripAdvisor and leave us a cheeky review 😉 #doubletroublecharterscayman #privatecharter #stingraykisses #starfish #kaibopickup #reeffishing #conch #lobster #GrandCayman #locals

It's a Family Affair! We are a Locally owned family owned business. And welcome families from the youngest to the oldest, all will enjoy our Charters. #family #privatecharter #GrandCayman #local #Stingray #starfish #kaibopickup #CaymanCaptain #doubletroublecharterscayman

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A little about us...

We are two Brothers who grew up on and around the water. This passion was instilled in us from an early age from both our parents who were Islanders. Our father who owned and ran shrimp and lobster boats on the Bay Islands of Honduras and our mother who grew up between Grand Cayman and Swan Island. We have to give them credit for the knowledge that they gave us. We use that same knowledge and passion in all our charters to ensure that you enjoy your time with us. We love that we are be able to teach others about Our Islands and Our History. Its not really Work if you Love what you do.

Call/Watts App/Email us to get more information about us and what we do. We look forward to sharing our Cayman Kind with you and your Family.

Daniel and Alan Bennett

1(345)916-1643; 1(345) 925-8762

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