Photography Tours
6 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
from
$900
per group
Island to Island Charters
Island to Island Charters
5
9:00 AM - 9:00 PM
Monday
9:00 AM - 9:00 PM
Tuesday
9:00 AM - 9:00 PM
Wednesday
9:00 AM - 9:00 PM
Thursday
9:00 AM - 9:00 PM
Friday
9:00 AM - 9:00 PM
Saturday
9:00 AM - 9:00 PM
Sunday
9:00 AM - 9:00 PM
Full view
About
Enjoy a relaxing day exploring the beautiful waters surrounding Key West aboard a comfort-driven 23ft Hurricane Deck Boat. The day is entirely yours! You can snorkel patch reefs, cruise to secluded islands, fish for snappers etc., watch for dolphins, sea turtles, stingrays...and/or just float on your own white sand bar. Discover the true beauty of the Keys, & have a day you will always remember
Key West, Florida
Women-owned
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Most Recent: Reviews ordered by most recent publish date in descending order.
Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.
Popular mentions
5.0
263 reviews
Excellent
260
Very good
3
Average
0
Poor
0
Terrible
0
Autumn T
New Cumberland, PA3 contributions
May 2019 • Family
We visit KW every year with couples and book Ally - she’s fantastic! First trip with our kids (6 & 4), and we have an awesome day with Ally seeing all the sea life and having fun the shallows. She’s super knowledgeable and always makes the trip enjoyable. Whether it’s a trip to with friends or family, we highly recommend booking a trip with Island to Island Charters!
Written April 30, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Sue B
Dallas, PA137 contributions
Dec 2019 • Couples
We had an amazing day out on the water with Captain Alley. She took us to all the most beautiful sandbars and showed us wildlife along the way. She was fun and informative and really loves what she does. Her boat is clean and she plays the best music during the trip. This was the best day of our vacation and we will absolutely do it again!
Written January 2, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
wheretoadventure
Florida196 contributions
May 2022 • Family
As always, an excellent trip! Island to Island is without a doubt one of the best experiences you can have in Key West. We have gone out several times now. Any trip to Key West is incomplete without spending time on the water with Captain Aly. We recommend her and Island to Island any time someone tells us they are headed to the Keys. She knows the best spots and the best part is that your charter is completely private. This time we made a last minute booking (as in day of) and Island to Island made it happen with an afternoon trip! We went out with Sage for the first time and she was awesome! Make sure to book as soon as you know when you're headed to the Keys because she fills up fast, which isn't surprising given how incredible the experience is. We can't wait for our next trip!
Written May 16, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
We really appreciate our repeat clients that understand how special this trip is and all the amazing things you can see. Thank you for the wonderful review and referring us to others. We will continue to work hard to provide an amazing experience on the water.
Written October 30, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Devante R
Kansas City, KS3 contributions
Aug 2021 • Family
The best tour you can get to experience the best part of the U.S! Ally’s trip are so fulfilling and leave you wanting to go again and again. You can tell Ally is very passionate and loves what she does. Also very very knowledgeable. I have been on many tours in the keys and Ally’s tours are 1000 times better than any major tour company. Her charters are centered around you and only you and what you want out of the trip and she really does do everything she can to make that happen. Whether it is catch fish, see dolphins, snorkel or all of the above. Also the snorkeling is amazing from the reefs to the boat wrecks. To experience the keys this is the best and only way to go! Even got found some massive conch shells to take home!
Written September 13, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Mary B
Syracuse18 contributions
May 2022 • Friends
I hired this outfit to take out some friends who’d never been to Key West & our captain, Sage, didn't disappoint. We had a fabulous time stopping at various spots to swim and snorkel. She took us to see dolphins and sea turtles. Sage is very knowledgeable of the area and is a lot of fun too. The gals had a wonderful day as a result. I highly recommend this outfit. My husband and i have been coming to Key West for 30 years and wouldn't entrust or endorse any other company.
Written May 18, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
I really appreciate you endorsing Island to Island Charters. We work hard to create a wonderful experience on the water. We look forward to seeing you again.
Written October 30, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Carrie S
Lake Geneva, WI7 contributions
Jan 2021
We have been going to the keys for a number of years and every time we go we ALWAYS book a day (or two!) with Captn Ally. She is always on the look for marine wildlife and will make the trip whatever you want. Whether it's relaxing on a sandbar, hunting for dolphin or turtle sightings or exploring the mangroves and shallows, you can find something you'll love. She's very laid back and makes sure everyone is having a good time. On our January 2021 trip, we had a friend with us who gets seasick and was THRILLED with how at ease she was on this shallows charter. Book with Captn Ally and we promise you'll be hooked too!
Written February 15, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
albalnyc
New York City, NY45 contributions
Jan 2022 • Couples
An absolutely fantastic day on the flats with Captain Ally! We spent four hours enjoying the calm waters including an encounter with a dolphin pod and a flying manta ray. We saw many types of local wildlife and had a blast at a great snorkeling spot. We had lunch on a secluded beach, and made a few stops to swim and explore. Captain Ally knows her way around the beautiful waters and the small islands that dot them. She has a wonderful energy and made the day super relaxing and fun! Highly recommend!
Written January 1, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Jenna F
Milwaukee, WI19 contributions
Dec 2019 • Friends
Island to island charters is an absolute must do every time I come down to the keys. The experience and views are something you can’t get from the land. Captain Ally is extremely experienced and knowledgeable of all the best secluded spots to go to. I can’t recommend this trip enough!
Written April 30, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
AudCo
10 contributions
Apr 2022 • Friends
I was referred to Ally by a close friend and was not disappointed. By far my favorite local in Key West, not only did she show us an amazing time on the water but is now a great friend. I’ve been on her charter 4 times and every time is just as good as the last, from sandbars to sharks and rays. She’s definitely you’re go to Captain for you vacation boat day!!
Written April 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks for the very kind words. I am grateful to have met and grown close to my clients and share my love of the water. I realize also how important peoples vacation time is and it is important to create a wonderful, memorable and relaxing charter.
Written October 30, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Sarah70183
Lakewood Ranch, FL15 contributions
Aug 2022 • Friends
My friends and I took a rogue trip to Key West with no plans other than to have fun, laugh and relax! On our 6 hour drive, we decided we must get on the water. Ally was referred by a friend and we are SO glad her name fell into our lap! She is awesome! We had the best time going out to the sandbar on her boat. We played our favorite songs and danced the afternoon away! She joined in and made sure to get all the good picture shots we didn’t even know we wanted! lol we love you Ally! Felt like we made a friend for life by the end. We will definitely be back!!!
Written August 24, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
That was a fun day! Glad you guys enjoyed it. Can't waot to do it do itball again. Thanks for the great review.
Written August 14, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
What food/ adult beverages are available/provided? Can we bring our own?
Written April 8, 2018
We brought our own food and adult beverages. Capt Ally had a cooler with ice where we stored our sandwiches, pop and liquor.
Written April 5, 2019
Can't list website links here but look up Island to Island Charters in Key West on Trip Advisor and there is a link or on Facebook and if all esle fails ... google.
Prices are on website ... dependent upon length of charter and don't forget to include a tip on top of cost.
Written April 5, 2019
This is my daughter and her husbands first trip to key west. We have been here several times and have taken other snorkeling trips. We would like small groups like yours. What is included in your trip? What is your price? And do you have availability this week? Thank you
Written April 12, 2017
I'm so excited you're inquiring on my Charter there's so much to talk about and I like to customize it to my client if you don't mind I would really appreciate a phone call so we can discuss it and I can make sure I'm the right fit for you I can best be reached at 305 834-2715
Kind regards
Captain Ally
island to island charters
Written April 12, 2017
Is it possible to take a day trip to Cuba by private charter?
Written December 28, 2016
too far for any boat to do a
day trip. we don't have any ferries yet
Written December 28, 2016
4 hour private charter is $500 and 6 hour is $600
Written February 19, 2015
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*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.