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Custom Charters with a Local Captain

Recommended by 100% of travelers
Badge of Excellence
Key West, USA
  • 3 hours 30 minutes (approx.)
  • Group discounts
  • Mobile ticket
  • Offered in: English

Why travelers loved this

5.0
·
· Bahar_I ·
Mar 2026
We had a great time! Captain Barn took us to some beautiful spots and was so knowledgeable about everything. Thank you!!!
· Stacy_P ·
Dec 2025
We had a nice trip to the sandbar with a friendly captain. Very relaxing and fun to be on the water.

Overview

Enjoy a private boat tour experience, without the hassle and costs of renting one yourself, on this half-day tour around Key West. The experience is fully customizable to your group’s interests, and can include relaxing on a sandbar, island hopping, snorkeling, dolphin watching, a sunset cruise or a combination of activities.
  • Enjoy a half-day private boat tour tailored to your interests
  • Ideal for groups and families, with space for of up to six passengers
  • Relax with a seventh generation local captain at the helm
  • Flexible tour times make it easy to fit around your schedule

What's Included

  • Bottled water
    A cooler with ice and water is provided you can bring any snacks or drinks you like.

    Meeting and Pickup

    Meeting point

    • 711 Eisenhower Dr, Key West, FL 33040, USA

      There’s plenty of parking and a wooden dock where I will meet guest. The easiest thing to see is a restaurant called Thai Island. Start and end times can be adjusted per childish request. My phone number is 305-393-3800

    End point

    This activity ends back at the meeting point.

    Itinerary

    1

    Key West

    3 hours Admission Ticket Free

    Additional Info

    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Stroller accessible
    • Service animals allowed
    • Near public transportation
    • Most travelers can participate
    • This is a private tour/activity. Only your group will participate

    Cancellation Policy

    You can cancel up to 24 hours in advance of the experience for a full refund.

    Traveler Photos

    Gallery picture 1 (from a traveler's review)
    Gallery picture 2 (from a traveler's review)
    Gallery picture 3 (from a traveler's review)
    Gallery picture 4 (from a traveler's review)
    Gallery picture 5 (from a traveler's review)

    Featured review

    matthew_n
    Captain Vaughn was amazing and so informative. The trip was not rushed and he took us to the most amazing spots. We will definitely be booking him again next time we are in Key West. We recommend anyone looking into this to do it you will not be disappointed.

    Reviews

    5.0
    based on 46 reviews
    Total reviews and rating from Viator & Tripadvisor

    We had a great time!...

    Bahar_I, Mar 2026
    We had a great time! Captain Barn took us to some beautiful spots and was so knowledgeable about everything. Thank you!!!

    Beautiful day on the water

    Stacy_P, Dec 2025
    We had a nice trip to the sandbar with a friendly captain. Very relaxing and fun to be on the water.

    Key West Must Do List

    Frankie_H, Nov 2025
    Captain Vaughn is awesome! Very knowledgeable and experienced, offering a personalized tour and behind the scenes treats.

    Perfect day

    Tracy_C, Aug 2025
    Perfect day! Captain Vaughn was flexible, showed us great spots to hang, was so knowledgeable and fun to be with. We Highly recommend his charters.

    Sunbar/ boat day

    Kirsten_L, Jul 2025
    We had Such a fun day! Capt Vaughn took us to the best spots. We would definitely book with him again!

    A must in Key West!

    Kim_S, May 2025
    Vaughn was so fun! He took lots of pictures for us and kept us hydrated with water. The paddle boards were so fun and the water mat was relaxing. It was a great day and we made a friend for life!

    Great Time

    John_D, Jul 2024
    This experience was a blast. We had no idea where to go or what to do but Vaugh did! He took us around to several sandbars and even helped us to paddle board. We had some people with us that were very afraid to go into the water and by the end they didn’t want to leave. Great music and he brought water for us to drink. We got there a little early and he was ready for us. It was a great time. I highly recommend booking this.

    Best sandbar trip!!

    Monte_H, Aug 2023
    If you are looking for a cool captain that knows all the cool spots this is it! From the minute you get to the pickup location you will love the experience! Take this charter you will love it from start to end!!

    A great day!

    Joanna_I, Jul 2023
    Vaugh did a great job! If you are looking for something to do that is a little different, definitely take a ride with him. He was super easy to work with. Very knowledgeable, fun to talk to. It was a great experience that we will definitely use him again.

    Great way to chill

    Adrienne_G, May 2023
    Fun way to spend a few hours. Great captain! Beautiful spots we went to hang for a bit and enjoy the sun

    Beautiful Sunset Cruise

    Donna_S, Feb 2023
    We loved walking in the crystal clear water! Beautiful sunset and picturesque islands. Captain Vaughn was a hoot!

    Definitely a must do when in Key West!!!!

    matthew_n, Nov 2022
    Captain Vaughn was amazing and so informative. The trip was not rushed and he took us to the most amazing spots. We will definitely be booking him again next time we are in Key West. We recommend anyone looking into this to do it you will not be disappointed.

    Highlight of our week

    Frankie_H, Nov 2022
    Capt. Vaughn made the trip entertaining and informative! Been recommending this excursion to everyone we’ve met since 🙂

    From $250.00

    per person

    up to 24 hours before the experience starts (local time)

    Book ahead!
    On average, this is booked 19 days in advance.

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