1. Island Tales Charters

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Key West, FL

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Island Tales Charters

5.0 (17 reviews)
Open • 9:00 am - 5:00 pm

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As a young family its difficult to make sure all 5 people find something they enjoy in each outing. Well Captain Andy @ Island Tales Charters did checked every box. Sandbars, great fishing, a shipwreck in the mangroves, and a private beach!!! What else could you ask for?!?! Andy is knowledgeable, professional, and an all around really nice guy! We were very lucky to have found him and will certainly be back! Thanks again Andy!

Key West water
Missy M.

Today was a Wonderful Water Wednesday! We took a trip on the waters of the Keys with Captain Andy & Mate Lily for the day! Started off with fishing, MY FAVORITE! We caught Yellowtail Tuna, Red Snapper & Grunt! They really do grunt too, it's quite hilarious! Then to a small island with; you guessed it "the swing". Loved this! Very cool! We saw a nurse shark, sting ray & lots of different fish. This stop included Capt. Andy's special tacos! AMAZING!!! So so good! He is famous not only for his special fishing holes but his Tacos! Last stop was one more sandbar, to hunt for the 300 lb grouper. No luck but had a little time with some puppies and clear water! Wonderful Day! If you make it to the Keys and love unique tours, take this one! You will love it and Lily! Island Tales Charters

Patricia V.

The best experience ever! My son planned this as a birthday trip present to me, lucky me was captain Andrew's birthday as well!! Enjoyed the trip with his wife Cathy, his two beautiful doggy pets was a plus Sophie and Lily, also the delicious fajita tacos cooked right at the sand bar by Captain Andrew, I just can't describe the memories I made on this trip, other charters just dont do it because of the business, but this particular one made it memorable, I 100% recommend this

Alison L.

Thanks for an amazing adventure! We had the best time (repeat customers) and captain Andy went above and beyond to give us great memories. Highly recommend for your next key west adventure.

Erica D.

Island Tales - Captain Andy Baldwin BOOK THIS TRIP WITH CAPTAIN ANDY: We had such a great day with Captain Andy. He took us out on a beautiful day to explore the Keys. Our first stop was dropping lines out to do a little fishing with the kids. It got hot quick so after fishing we took a trip to a sandbar with a swing to cool off. Our next stop was to power out to another island/sandbar where he cooked us amazing tacos and let us relax. Next Andy surprised the kids by taking us to a rope swing to entertain the husband and the kids and then he drove us around to show us the multimillion dollar houses on the island. It was such a fantastic day and our kids absolutely loved the adventure. We saw sharks, barracuda, a sea turtle and a ton of tropical fish. We got pictures galore and memories that will last a lifetime. I'm pretty sure this is what heaven is like.

Brandy, Uncle Andy and Dave
Brandy M.

If you are looking for a charter that will exceed your expectations then Captain Andy is your ticket! His knowledge of the Keys is amazing! He will forever be apart of our annual Key West trip. He is so down to earth and personable. He went the extra mile and even got a birthday cake for me and my Husband. For us Captain Andy tuned in to Uncle Andy as he really makes you feel like family. An added bonus was his four legged fur baby Lily joined us on the trip as well.

Hubby before taking off on the swing lol
Roxanne I.

Ok so we called him based on a referral from a friendly staff on base. Within ONE hour and on Easter Sunday we were off to a Sandbar full day excursion. Thank you so much Captain Andy and sidekick water dog Lily!!! You have no idea how much of a vacation you made for our family of 6! Truly the best , friendliest and most hospitable. You've made us consider moving to Florida hahaha!

Hanging out
Doug A.

Had a terrific time with Andy! Great tour of the back country of Key West. We even stopped on a small local sand bar where he made chicken tacos! Very knowledgeable and a great story teller!

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1 year ago

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Andrew B.

Thanks Michael

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4 years ago

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Andrew B.

My pleasure MISSY, Lily enjoyed you folks as well.

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3 years ago

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4 years ago

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Andrew B.

Thank you so much

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Review Highlights - Island Tales Charters

“Captain Andy was incredible--friendly, knowledgeable, and made the entire trip fun and relaxing for our whole family.”

Mentioned in 16 reviews

Read more highlights

Floridays - The golden hour on the Floidays

Floridays

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We wanted to do some snorkeling and found Floridays on the TripAdvisor website. We thought the…read moreprice was reasonable for the amount of time (3 hours, total with 1 hour of snorkeling). We are staying in Islamorada, so it took us just about two hours to drive to Key West. If you're not staying in Key West, one must take the driving time into consideration, as traffic can travel pretty slowly sometimes... Our captain was Lanier and Parker was first mate. They both did a great job of taking care of us. Lanier offered really helpful information and was great at answering our questions as he steered us to the reef. Parker was really nice and made us feel welcome with conversation and drinks. Once we got to the reef, the snorkeling was really great! I don't have very good eyesight, so I bought some prescription goggles and I was not disappointed. I saw many different kinds of colorful fish, including some that liked to swim pretty close to me. It was a bit windy, so there were some waves that eventually had me feeling slightly queasy, but I was still able to snorkel for 40 - 50 minutes. Unfortunately, my wife actually did get seasick and Parker was super sweet to aid her and a handful of the other guests who got seasick. Her ice on the neck trick seemed to really help us "land lubbers" :) If you're in Key West and want to see some beautiful fish, I would definitely go with Floridays!

My fiancé and I did the sunset sail with drinks included and had a GREAT time. It was a lovely…read moresail. We made some new friends. The crew, Owen and Jared were AMAZINNNG. Both of them were attentive and friendly. They were working their butts off to make sure we had a good time. Thank you Owen and Jared for an amazing sail!

Island Tales Charters - boatcharters - Updated October 2026

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