Key West Signature Sunset Sail with Live Music, Open Bar & Food
Badge of Excellence
Key West, USA
- 2 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
Planning a night out in Key West with entertainment can add up quickly. This Key West cruise saves you money by combining an open bar with musical entertainment as you sail the waters keeping an eye out for views of the sunset. Plus, it ends early enough to leave you enough time to bar hop afterward if you’d like.
- Travel in style on a new catamaran during this Key West sunset sail
- See Florida from a whole new angle
- Fill up on appetizers during your Key West sunset cruise
- Combine sightseeing with partying
Sample Menu
Starter
Appetizers
Jamaican jerk chicken sliders on Hawaiian rolls, BBQ meatballs, veggie trays, cheese & cracker trays, Pita & hummus.
Starter
Drink Menu
Unlimited well mixed drinks, draft beer, margaritas, rum runners, great selection of wine & champagne.
What's Included
- Alcoholic BeveragesUnlimited Open Well Bar – Enjoy endless drinks, featuring draft beer, wine, champagne, mixed drinks, rum runners, margaritas & more.
- Top-Rated Sunset Cruise – Experience Key West’s most celebrated sunset cruise
- Live Music & Entertainment – Dance along to live performances from one of Key West’s best
- DinnerSavor a variety of tasty appetizers as you relax on board.
- Newest Catamaran in Key West – Cruise in style on The Sandie Cat, the latest addition to our fleet.
- Gratuities
Meeting and Pickup
Meeting point
- 201 William St, Key West, FL 33040, USA
End point
This activity ends back at the meeting point.What To Expect
1
Sunset Watersports
2
Key West
Additional Info
- Confirmation will be received within 48 hours of booking, subject to availability
- Not wheelchair accessible
- Please check in for the trip 30 minutes prior to departure time
- Stroller accessible
- Children must be accompanied by an adult
- Minimum drinking age is 21 years
- Service animals allowed
- Near public transportation
- Infant seats available
- Most travelers can participate
- This tour/activity will have a maximum of 75 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Ross_E
This sunset cruise is beautiful, relaxing experience for families. Food was good and drinks flowed well. My children, 8 and 11 enjoyed the experience with live music and food. The captain was friendly and inviting. All the staff did an excellent job. This is absolutely an experience to add to your Key West Trip!!
Reviews
4.5
based on 358 reviews
Nikita_P, Apr 2026
It can get a little shaky and windy so be careful when standing and have sleeves available but please keep the high energy and tip the staff, they're great!
Response from Host, Apr 2026
Thank you for the great feedback! We’re glad you enjoyed the high-energy atmosphere and took such good care to mention our awesome crew—they’ll really appreciate that! And you’re absolutely right, conditions can get a bit breezy out on the water, so we appreciate you sharing those helpful tips for future guests. Thanks again for sailing with us, and we hope to see you back onboard soon!
Karen_M, Apr 2026
Great costumer service, easy to find at marina. Great service, music, snacks and drinks while sailing. This was a sail type Catamaran boat, if looking for a real sail boat this was not it. I would take this trip again.
Response from Host, Apr 2026
Thank you for your review! We’re so glad to hear you enjoyed the service, music, and refreshments, and that you found us easy to locate at the marina. We also appreciate you pointing out the catamaran style of the vessel—it’s a helpful note for future guests. We’re thrilled you’d take the trip again and hope to welcome you back onboard soon!
Dixie_G, Apr 2026
we had a wonderful time on the sunset cruise. the food and drinks were very good. we met some really cool people and had taken some really good photos. we were happy with our experience and will definitely do it again
Response from Host, Apr 2026
Thank you for the great review! We’re so glad you enjoyed the sunset cruise, food, and drinks—and that you got some amazing photos and met great people along the way. We appreciate it and look forward to having you back again!
Rick_M, Apr 2026
The boat ride was great, crew was wonderful, captain did a fabulous job maneuvering the boat in and out of the marina, the only disappointment we had in the whole adventure was that we thought we would be further out.
Response from Host, Apr 2026
Thank you for your review! We’re so glad you enjoyed the ride and our crew. Hope to have you back out with us again soon!
Gerald_S, Apr 2026
Settle in to the ride and enjoy. The captain maneuvers the boat so that picture of the setting Sun can be taken from all angles if your not comfortable moving but you have the flexibility to search for your own perfect spot to capture your best shot.
Response from Host, Apr 2026
Thank you for the lovely review! We’re so glad you enjoyed the ride and capturing those sunset views our captain loves making sure everyone gets the perfect shot. Hope to have you back again soon!
Missy_C, Apr 2026
Loved the atmosphere and seeing the sun set. Wish there were enough seating for everyone. It was a beautiful day to be on the water!
Response from Host, Apr 2026
Thanks for your feedback! We’re glad you loved the atmosphere and sunset on the water. We also appreciate your note about seating and will keep it in mind as we continue improving the experience. Hope to see you again soon!
MaryEllen_D, Apr 2026
Great time. Captain Anna was awesome. Bartenders took good care of us. Dj made it a great party! We would book it again!
Response from Host, Apr 2026
Thank you for the great review! We're so glad you had an awesome time on the sunset sail. Captain Anna and the crew will be thrilled to hear your kind words, and it’s fantastic that the DJ helped turn it into such a fun party! We truly appreciate your support and are so happy to hear you'd book with us again. We look forward to welcoming you back for another unforgettable evening soon!
Elizabeth_K, Apr 2026
Great experience for all ages! Both a relaxing and fun experience and a great way to end the evening! We will certainly be doing this again next time we visit Key West!
Response from Host, Apr 2026
Thank you for your wonderful review! We're so happy to hear you had such a great experience and that it was the perfect mix of relaxing and fun for everyone. There’s no better way to end the evening than out on the water in Key West! We truly appreciate your kind words and can’t wait to have you join us again on your next visit!
Christine_C, Apr 2026
Even if you have tickets from online you still need to check in at the office don’t go to the boat first. So much fun
Response from Host, Apr 2026
Thank you for your review and for sharing that helpful tip! We’re glad you pointed out the check-in process—it’s definitely an important step to help everything run smoothly before boarding. Most importantly, we’re thrilled to hear you had so much fun on the sunset sail! We appreciate you joining us and hope to see you again for another great time on the water soon!
Maria_M, Apr 2026
It's was a great trip must do if u love sunsets , the crew was nice and respectful, the included drinks taste good , food was ok...
Response from Host, Apr 2026
Thank you! We’re glad you enjoyed the sunset, drinks, and our crew. We appreciate your feedback on the food and hope to see you on another trip soon!
Annie_W, Apr 2026
So fun and beautiful with light snacks and drinks. Started as strangers and returned as friends. Worth the affordable investment.
Response from Host, Apr 2026
Thank you for your review! We’re thrilled to hear you had a fun and beautiful experience, and that new friendships were made along the way. We’re glad it was worth the investment and hope to welcome you back for another memorable outing!
KimberlyAnn_G, Apr 2026
Paid 18.00 extra for premium drinks and bartender could not make anything premium. He was not interested in providing the service I paid in advance for. Food was mediocre at best. DJ did a good job.
Ellen_L, Mar 2026
It was an awesome cruise! The crew was great and the music was awesome! Beautiful night to end an awesome day!
Response from Host, Apr 2026
Thank you so much for your wonderful review! We’re thrilled to hear you had such an awesome time on the cruise. It’s great to know our crew and music helped make your experience even more special. A beautiful night really is the perfect way to end a great day! We truly appreciate you sharing your experience and hope to welcome you aboard again soon!
Ken_V, Mar 2026
Great sunset cruise! View was amazing. Music was really good. Food was surprisingly good… drinks too. Really didn’t eat or drink that much, but it was easy access to the bar, no long lines on our cruise.
Response from Host, Mar 2026
Thank you for the fantastic review! We’re glad you enjoyed the sunset, music, food, and easy-access drinks. It’s great to hear everything went smoothly, and we hope to welcome you on board again soon!
Brian_S, Mar 2026
Great boat, live music, open bar (would recommend upgrading to top shelf) Hors d'oeuvrez included chicken pieces, meatballs, buns, veggies, cheese and dip. Only suggested would be a few more kids friendly food. Great guitarist singer. We all had a great cruise and a beautiful sunset!
Response from Host, Mar 2026
Thank you for the detailed review! We’re glad you enjoyed the cruise, live music, sunset, and hors d'oeuvres. We appreciate the feedback about kid-friendly options and the top-shelf upgrade suggestion. We hope to see you back for another great trip soon!
Ross_E, Mar 2026
This sunset cruise is beautiful, relaxing experience for families. Food was good and drinks flowed well. My children, 8 and 11 enjoyed the experience with live music and food. The captain was friendly and inviting. All the staff did an excellent job. This is absolutely an experience to add to your Key West Trip!!
Response from Host, Mar 2026
Thank you so much for the wonderful review! We’re thrilled your family had such a relaxing and fun sunset cruise. It’s great to hear your kids enjoyed the music, food, and atmosphere. We’ll be sure to share your kind words with our captain and crew—hope to see you again on your next Key West trip!
Sara_V, Mar 2026
It was a beautiful night out. The catamaran was clean. Drinks were great. Snacks were yummy. Meat should have been warmer.
Response from Host, Mar 2026
Thank you so much for sharing your experience! We're glad to hear you enjoyed the beautiful evening, the clean catamaran, and our drinks and snacks—it means a lot to us. We appreciate your feedback about the meat temperature and will definitely pass that along to our team to improve future sails. We hope to welcome you aboard again soon for another sunset adventure!
Bridget_F, Mar 2026
We had a great time, the drink options had a selection to satisfy, the DJ was great, and we even got a quick impromptu dolphin show 😍
The sunset did not disappoint. The appetizers included meatballs, grilled chicken pieces, cut veggies. We all had a great time.
Response from Host, Mar 2026
Thank you for the awesome review! We’re so glad you enjoyed the drinks, music, and even a surprise dolphin sighting—what a bonus! And of course, those Key West sunsets never disappoint. Hope to have you back
Tammy_M, Mar 2026
This cruise is lively and fun. The sliders, meatballs and charcuterie were good. The appetizers were available throughout the cruise. Drinks were easily accessible with an attentive bar staff. Music was fun. There’s not enough seating for everyone to sit but Ii didn’t mind standing. Views of the sunset were perfect. Overall good cruise for the price. Only downside is when you arrive there are other cruises there too! So it is organized chaos with too many people in one spot.
Response from Host, Mar 2026
Thank you for the great review! We’re so glad you enjoyed the lively atmosphere, food, drinks, and beautiful sunset views. Hope to have you back on board again soon!
Ellen_W, Mar 2026
My husband and I had a time on the Sip n' Sail Sunset cruise! The appetizers were delicious, drinks were flowing, and the music was great! The DJ played a nice variety of songs to get everyone involved and having a fun time. The sunset itself was also stunning!
Response from Host, Mar 2026
Thank you for the wonderful review! We’re so glad you and your husband enjoyed the Sip n’ Sail Sunset cruise—the appetizers, drinks, music, and of course, the stunning sunset. Sounds like a perfect evening!
Gregory_D, Mar 2026
The wind was gusting to 20 kts…. Believe the cruise should have given us the option. To not go and refund or delay trip. Musician was way to loud even on top deck where speaker was even louder. Crew worked hard and we tipped well but did not enjoy.
Tiffany_C, Mar 2026
Beautiful and fun. Great views of the sunset, we circled several times so no matter what side of the boat you’re on, you will get a great view.
Response from Host, Mar 2026
Thank you for the great review! We’re so glad you enjoyed the beautiful sunset and that everyone got a perfect view. Hope to have you back out on the water again soon
Jennifer_G, Mar 2026
Such a good time! Easy to get checked in and out on the water. Great music and drink… and beautiful sunset!!!
Response from Host, Mar 2026
Thank you for the great review! We're so happy to hear you had such a good time with us. 🌅
We're glad the check-in process was smooth and that you enjoyed the music, drinks, and that beautiful sunset on the water. It’s exactly the kind of experience we love sharing with our guests!
We hope to welcome you back again soon for another fun evening on the water.
Justin_K, Mar 2026
Arrive 1 hr early parking is crazy and get good instructions on where to be and when to be there music was top notch and people of all ages were having a great time.
Response from Host, Mar 2026
Thank you for the great review! We’re glad you had such a fun time and enjoyed the music and the great mix of people on board. Arriving early is definitely a good tip, especially on busy days, so we appreciate you sharing that with future guests. We hope to see you back out with us again soon for another great time!
Rob_M, Mar 2026
Food was good. Drinks were good. Site seeing was wonderful. Music was great! A very enjoyable evening. Our friends who were Key West virgins really enjoyed it
Response from Host, Mar 2026
Thank you so much for the wonderful review! We're thrilled to hear that you enjoyed the food, drinks, music, and the beautiful sightseeing. It’s especially great to know your friends had such a memorable first experience in Key West! We love being part of those “first visit” moments and are so glad you all had an enjoyable evening. We hope to welcome you back again soon for another great time on the water!
Boiler_B, Mar 2026
Not a lot of seating but ride is smooth. Otherwise, exactly as advertised. All the drinks you want, simple snack foods. Very nice staff
Response from Host, Mar 2026
Thank you for taking the time to share your feedback! We’re glad to hear you enjoyed the smooth ride, the drinks, snacks, and our friendly crew. We always do our best to keep everyone comfortable while enjoying the experience. We're happy the trip met your expectations and hope to welcome you aboard again the next time you're in Key West!
Rick_T, Mar 2026
Limited well drinks, but good enough selection of alcohol to get your moneys worth.
Food was good for appetizers!
Response from Host, Mar 2026
Thank you so much for sharing your experience!
We’re glad to hear you enjoyed the sunset sail and felt there was a solid selection at the open bar to make it worthwhile. It’s great to know the appetizers hit the mark as well — we aim to provide tasty bites that pair perfectly with the beautiful Key West sunset and live music atmosphere.
We appreciate your feedback about the well drink selection and will certainly keep it in mind as we continue to enhance the onboard experience.
We hope to welcome you back aboard for another unforgettable sunset soon! 🌅🍹🎶
Pam_A, Mar 2026
Meatballs were delicious, endless drinks. Friendly staff, good music. Boat rotated so everyone could see the sunset.
Response from Host, Mar 2026
Thank you for taking the time to share your experience! We’re so glad you enjoyed the delicious meatballs, endless drinks, and live music — it sounds like you made the most of the evening!
Our crew works hard to create a fun, welcoming atmosphere, and we love hearing that the rotating boat setup helped everyone get that perfect sunset view. There’s nothing quite like a Key West sunset on the water. 🌅
We truly appreciate your kind words and hope to have you sailing with us again soon!
Jan_L, Feb 2026
Cruise was nice. The captain she was awesome. They need more then 1 bar tender. Typical finger food cheese cubes vegies etc.
The music was great!
Response from Host, Feb 2026
Thank you so much for sharing your feedback about our Key West Signature Sunset Sail with Sunset Watersports Key West!
We’re thrilled to hear you enjoyed the cruise and that the captain made such a great impression — we’ll be sure to pass along your kind words to her. It’s also wonderful to know the live music helped make the evening special. A sunset sail just isn’t the same without great tunes and good vibes!
We truly appreciate your honest feedback about the bar service and food selection. On our busier sails, we understand how an additional bartender could help improve the flow, and we’ll certainly share that suggestion with our operations team. Guest experience is very important to us, and comments like yours help us continue to improve.
Thank you again for sailing with us — we hope to welcome you back aboard the next time you’re in Key West! 🌅🍹
Colleen_V, Feb 2026
The music was just okay. There was a single acoustic guitarist that was just average. We had a great time with a beautiful sunset. I gave a 4 star due to the music otherwise we had an awesome cruise.
Response from Host, Feb 2026
Thank you for sharing your feedback!
We’re so glad you had a great time and enjoyed the beautiful sunset. We appreciate your thoughts on the music and are happy to hear you still had an awesome cruise overall. We hope to welcome you back for another memorable evening on the water!
From $72.00
per personup to 24 hours before the experience starts (local time)
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Key West Signature Sunset Sail with Live Music, Open Bar & Food
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