Private Sunset Cruise around Key West
Recommended by 98% of travelers
Badge of Excellence
Key West, USA
- 2 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
Set sail for the sunset on your own private evening cruise with a captain to show you some of the most scenic spots around Key West, Florida. Listen as your guide tells you fun facts about the area and its waters, while you soak up views of islands and waterfront mansions. Keep your eyes peeled for marine wildlife like dolphins during this private experience.
- Your captain knows the quietest spots for watching the sunset
- See Sunset Key, Mallory Square, and more from the boat
- Perfect for a romantic evening on the water
- Bottled water is provided to keep you refreshed during the cruise
What's Included
- Bottled waterCooler full of ice and bottled water
Meeting and Pickup
Meeting point
- 5950 Peninsular Ave, Key West, FL 33040, USA
will pick up guests on the sea wall next to the gas dock
End point
This activity ends back at the meeting point.Itinerary
Southernmost Point (Pass By)
Sunset Key (Pass By)
Mallory Square (Pass By)
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
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Reviews
5.0
based on 65 reviews
Jordan_I, Apr 2026
Don was an excellent guide. He was fun, and gave a lot of great information during tour. He also knew when to be quiet and let us enjoy the sunset.
Scott_C, Feb 2026
Stock Island Charters and Captain Donnie showed us a great time. His local knowledge and friendly engagement was the perfect complement to a great private sunset cruise. Highly recommended.
James_G, Feb 2026
Don our guide was amazing and very knowledgeable about the Keys! Had a great time and took us out to a wonderful location on the water to view the sunset. Highly recommend if you come to the Keys to go out with Don!
Cindy_C, Feb 2026
This was a great excursion!!! I was a little nervous about getting to the right spot to meet…Don provided easy perfect directions! He was on time taking us out! So nice!! Showed us several landmarks and told us about the area…gave us some good recommendations for food and drinks!! The sunset was gorgeous…so nice seeing it from a different perspective. Can’t wait to go again with Don and try a sandbar excursion with him too!!! He will not disappoint!!
Michael_J, Dec 2025
Don was amazing! He adjusted the cruise to account for the cooler than normal temperatures, spending more time hunting wildlife in little inlets than offshore waiting for the sunset. We were able to see a manatee and many other animals while learning a lot about what brought him to the Keys. By the end of the trip, it was more like spending a few hours on the water with a buddy than a charter. I would definitely recommend Don with Stock Island Charters for any Key West water adventure.
Max_B, Dec 2025
This was a great excursion and it was exactly what my family and I wanted when we booked. We were treated very well and learned a few things about Key West. Captain Don was amazing and made sure we were comfortable and able to have an enjoyable experience. He made sure that we had fun and got a perfect spot to watch a great sunset. He was accommodating and answered any questions that we had. He helped make the experience even more enjoyable. We had a great time and would book again and recommend to anyone who wants a nice sunset tour.
Jeffrey_S, Sep 2025
Donnie was fantastic! Very personable. He knew a lot about the area. Knew exactly where to go for a beautiful view of the sunset. I’d highly recommend this sunset cruise! The water was calm, the route was very nice. Donnie pointed out numerous landmarks. An all around great time!
Robert_S, Aug 2025
Awesome experience. Very romantic but very chill and laid back. Don was absolutely awesome. Super knowledge and easy to chat with during the trip. Beautiful sunset and well worth the cost. Would highly recommend!
Bradley_T, Jul 2025
Highly recommend! The whole experience was super smooth and tailored to what we were hoping for. We went all over, explored a variety of sights, walked across a sandbar, cruised thru the mangroves, saw some of Key West’s nicest houses, and learned a ton. Captain Donnie was the best! He was communicative, specific with instructions on where to meet, and super laid back.
Heidi_F, Jun 2025
Don was awesome! So kind and friendly. Celebrated our 10 year anniversary and he made our experience so enjoyable and relaxing. Along the way he shared some great cultural history about the island. We will be back!
jeanneshaffer2000, Jun 2025
What an amazing sunset cruise! Donny was a wonderful captain and gave us a magnificent cruise. We saw lots of sights with Donny giving us great info about the areas. And of course the sunset was so special. It was just our family with the quiet and peaceful beauty of the sunset. It truly was the highlight of our trip to Key West. If you want to have a moment of pure peace and beauty be sure to book this amazing sunset cruise.
Eileen_D, May 2025
Donny is amazing! Highly recommend! He was very knowledgeable and great with the kids. We ended up booking another excursion with him the following day.
Scott_P, Mar 2025
Don was an amazing tour guide and captain. He was extremely accommodating. Focus was making sure we had a wonderful experience
Shannon_S, Mar 2025
Don is great! Il avait une grande connaissance des clés. Il se soucie aussi de votre sécurité. (He cares about safety and is very knowledgeable). He is very friendly and takes you on a peaceful tour around. It was great being out on the water, having a cool captain, and seeing the sunset. We would do it again :).
Laura_B, Mar 2025
The sky and sites were amazing. Don was great. I would recommend anyone visiting the Keys to do a sunset boat ride.
Logan_H, Feb 2025
Don was awesome. I will book a trip with him every time I come to key west. He gave us great info about the island.
Courtney_G, Feb 2025
Stop what you are doing and book this immediately. This was my first trip to Key West and this sunset tour was by far my favorite experience of the trip. I cannot imagine any other tour being able to top this one. Don has a superior knowledge of the island and an impeccable ability to time the tour so that you get to see everything and be in the perfect spot at the perfect time to see the sunset. With this tour you are supporting a real person who started his own business and not a large corporate company. It was absolutely an incredible experience and we will be booking with Don every time we come back to Key West. I’d give him 6 stars if it was an option.
Dina_T, Dec 2024
Friendly and knowledgeable boat operator. Learned about the island. Views were beautiful and the boat was safe and clean. We all had a great time!
Amanda_B, Dec 2024
My husband and I had a WONDERFUL time and Captain Donnie is an absolute gem! It was a beautiful cruise with excellent conversation and fun historical facts about the island. We 100% intend to book again for our next visit!
Cary_A, Dec 2024
We were impressed right away by the pristine boat and Donnie’s friendly and professional welcome! The tour around the island was full of beautiful views and fun facts to provide more context about the sights.
And more than all that, Donnie helped provide such a special moment for us that we will never forget! The breathtaking Key West sunset was the perfect backdrop for our engagement. Thank you Donnie and Stock Island Charters for the best evening!
Michael_O, Dec 2024
This is a much different experience than most sunset cruises on Key West. We explored some is the mangroves and back channels before anchoring to take in the sunset. This was a wonderful experience!
June_S, Oct 2024
Don was amazing and so accommodating given the weather that we had. He shared his experiences and knowledge while taking us all around the island then stopping for a beautiful sunset.
Rega_S, Aug 2024
Don was great, the views were beautiful, this private sunset cruise was worth every penny. Glad to have experienced this
Jennifer_J, Jul 2024
Don was amazing!! We saw so many parts to the island and surrounding area, he was funny, professional and overall just a great night!! We will certainly book with him again when we visit! This is a must book!!
Wilbur_G, Jul 2024
The sunset was perfect. Donnie was a great host and experienced boatsmen. The private tour was the best.
Nadia_C, Jul 2024
We had a great time! Don was very professional, experienced, friendly and knowledgeable. He showed us all of key west and this cruise was the most memorable part of our entire trip.
Michael_B, Jul 2024
Captain Don was a great guide! He was funny and very personable.
We would not hesitate to do another excursion with him at the helm.
Michele_B, Jul 2024
Don with Stock Island Charters was great! Fun ride, lots of good information about the area, saw tarpon, barracuda, & dolphins, and finished with a fabulous sunset. Don even adjusted our cruise time to make the most of the sunset. Wish I could have shared photos but this app was having problems. Definitely worth doing!
Clay_P, Jun 2024
Great trip and very easygoing! Perfect for just one party or if you have a large group. Don was accommodating and knew the right spots to hang out and watch the sunset. Highly recommend!
krizalina_r, Jun 2024
A visit to Key West is exciting and made it more memorable when we took our sunset cruise chartered by Don. He provided us unforgettable moment from the moment we set foot on the charter. Don’s warm and friendly demeanor always made us feel welcome and at ease. His knowledge of the area and ability to navigate the waters effortlessly added to the enjoyment of the cruise. The stunning sunset views combined with Don’s exceptional service made this charter a truly memorable experience. We highly recommend Don for anyone seeking unforgettable charter cruise.
Likely to Sell Out
From $400.00
per group (up to 6)up to 24 hours before the experience starts (local time)
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Private Sunset Cruise around Key West
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