Key West Sunset Cruise: Dinner, Live Music & Drinks Included
Badge of Excellence
Key West, USA
+25
- 2 hours (approx.)
- Offered in: English
Why travelers loved this
·
Explore our promoted experiences
Overview
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
- Key West sunset dinner cruise
- Enjoy a tropical-themed buffet with several dishes
- Sip on provided margaritas, rum runners, wine, or beer
- Watch the sunset from the water — the best vantage point
Sample Menu
Main
Caribbean Pulled Pork
Main
Black Beans and Rice
Main
Deep Fried Sweet Plantains
Main
Grilled Marinated Chicken
Marinated in Pineapple & Soy Sauce
Main
Fried Fish with Lemon and Tarter
Main
Pasta Salad
Main
Mixed Veggies
Main
Mashed Potatoes
Main
Cuban Bread and Butter
What's Included
- Beverages
- DinnerTropical Buffet dinner
- Unlimited well mixed drinks, draft beer, wine and soft drinks
- Live entertainment
- Gratuities
- Premium Bar (Unless Upgrade Option Selected)
Meeting and Pickup
Meeting point
- 201 William St, Key West, FL 33040, USA
Please arrive 60 minutes prior to departure to check in which will provide enough time to go through our check in procedures.
End point
This activity ends back at the meeting point.Itinerary
Your sunset dinner cruise starts at Key West's historic seaport, where you'll board your 65-foot (20-meter) custom-built yacht and set off across the water.
In the air-conditioned cabin, grab a provided margarita, rum runner, mixed well drink, draft beer, wine, sparkling wine, or soft drink, or purchase the upgrade option if you prefer a premium beverage . Then head to the buffet, where the meal is served by our crew, to choose from island-style dishes like pork, plantains, fried fish, and shrimp salad.
When it's time for sunset, watch the show from the upper deck while listening to live music. Your cruise then ends with return to the seaport, where you're free to continue your night out in Key West on your own.
Sample dinner buffet menu (subject to change):
Caribbean roast pork in mojo
Black beans and rice
Deep-fried sweet plantains
Grilled marinated chicken
Marinated in pineapple and soy sauce
Fried fish with lemon and tarter
Shrimp pasta salad
Mixed veggies
Mashed potatoes
Cuban bread and butter
In the air-conditioned cabin, grab a provided margarita, rum runner, mixed well drink, draft beer, wine, sparkling wine, or soft drink, or purchase the upgrade option if you prefer a premium beverage . Then head to the buffet, where the meal is served by our crew, to choose from island-style dishes like pork, plantains, fried fish, and shrimp salad.
When it's time for sunset, watch the show from the upper deck while listening to live music. Your cruise then ends with return to the seaport, where you're free to continue your night out in Key West on your own.
Sample dinner buffet menu (subject to change):
Caribbean roast pork in mojo
Black beans and rice
Deep-fried sweet plantains
Grilled marinated chicken
Marinated in pineapple and soy sauce
Fried fish with lemon and tarter
Shrimp pasta salad
Mixed veggies
Mashed potatoes
Cuban bread and butter
1
Sunset Watersports
2 hours • Admission Ticket Free
Key West (Pass By)
Mallory Square (Pass By)
Florida Keys National Marine Sanctuary (Pass By)
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- Infants must sit on laps
- Most travelers can participate
- Please arrive 60 minutes prior to departure to check in which will provide enough time to go through our check in procedures.
- Children must be accompanied by an adult
- Minimum drinking age is 21 years
- This tour/activity will have a maximum of 100 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Leslie_S
The Boat and all staff were great. 1st group eating very rushed though because you will miss taking pictures of the sunset. The food was very good as was the open bar. The DJ/Musician was a absolutely awesome! Really set the atmosphere for the evening. Boat and bathroom was clean with plenty of seating. The views were pretty especially coming back. Had a amazing time and would highly recommend.
Reviews
4.3
based on 1,909 reviews
Sort by: Most insightful
Tonya_S, Aug 2026
Yummy dinner with the most gorgeous sunset views! There are spots in the boat for all types - you can spend your time upstairs with live music, open bar etc or find a more secluded spot on the front or back for a more intimate, relaxing vibe. Crew are amazing!
Anthony_W, Aug 2026
My husband and I reserved the dinner cruise for our 50th Anniversary and loved it. The weather didn’t cooperate with us as it was cloudy so we couldn’t actually see the sun set but the dinner, music and crew were amazing!
Response from Host, Aug 2026
Thank you for celebrating your 50th anniversary with us! While we're sorry the sunset stayed behind the clouds, we're so glad you enjoyed the dinner, music, and our crew. Congratulations again, and we hope to welcome you back for another special evening!
Ruth_R, Aug 2026
It was good food, good music and an all around great time! Beautiful sunset too!! We didn’t want to go back to dock!
Response from Host, Aug 2026
Thank you for the wonderful review! We're so happy to hear you enjoyed the delicious food, great music, beautiful sunset, and had such a fun time onboard. The best compliment we can receive is that you didn't want the cruise to end! Thank you for choosing Sunset Watersports, and we hope to welcome you back for another unforgettable sunset cruise the next time you're in Key West.
Michael_P, Aug 2026
Food was delicious Drinks were awesome Crew was very friendly. Highly recommended to watch the Sunset with these amazing people.
Response from Host, Aug 2026
Thank you for the wonderful review! We're delighted to hear you enjoyed the delicious food, awesome drinks, and the friendly service from our crew. There's nothing quite like a Key West sunset, and we're honored you chose to experience it with us. We truly appreciate your recommendation and hope to welcome you back aboard for another unforgettable sunset cruise soon!
Lynda_A, Aug 2026
Had to wait over an hour in the heat until we boarded and then another 30 minutes until we left. Late back which caused us problems when we realised as to transport arrangements.
Had to queue for our first drink for over 20minutes as there wasn’t enough made up.
No soft drinks available, not even water. Seeing as all 3 of us only wanted soft drinks after the initial Rum Punch we had nothing after that.
No hand wash facilities unless you came out of the toilet and into the bar which I only saw one person using.
We felt very vulnerable in using the buffet due to poor hygiene facilities.
The whole experience was awful.
The dinner cruise should have been cancelled or at least people given the opportunity to get off with full refund.
David_N, Aug 2026
Good food,music and workers. Great time. Would recommend this cruise. The drinks were good and plentiful. Great view!
Response from Host, Aug 2026
Thank you for the great review! We're so happy to hear you enjoyed the food, music, friendly crew, and beautiful views on your sunset cruise. It's wonderful to know the drinks kept flowing and that you had such a great time. We truly appreciate your recommendation and hope to welcome you back aboard for another unforgettable Key West sunset soon!
Tami_R, Jul 2026
We had a blast! The music was amazing and interactive! The staff was friendly and attentive! Would definitely go again!
Response from Host, Jul 2026
Thank you for your wonderful review! We're thrilled to hear you had a blast on our Sunset Cruise. It's great to know you enjoyed the live music, our friendly and attentive crew, and the overall experience. We truly appreciate your recommendation and look forward to welcoming you back for another unforgettable evening on the water!
Roy_S, Jul 2026
We’re here had a great time. The staff was very good. And the drinks were flowing.! The boat was very nice. The food tasted great.
Response from Host, Jul 2026
Thanks for the great review! We're so happy to hear you had a wonderful time on our Sunset Dinner Cruise. It's great to know you enjoyed our friendly crew, the delicious food, the beautiful boat, and that the drinks kept flowing! We truly appreciate you taking the time to share your experience and hope to welcome you back for another unforgettable evening on the water the next time you're in Key West. Cheers!
Leslie_S, Jul 2026
The staff were very friendly! The music was great! The entire experience was amazing! I would definitely recommend this cruise to everyone!
Response from Host, Jul 2026
Thank you for your fantastic review! We're thrilled to hear you had an amazing time on our Sunset Cruise. It's wonderful to know our friendly crew, great music, and overall experience made your evening so enjoyable. We truly appreciate your recommendation and look forward to welcoming you back for another unforgettable sunset in Key West!
Danna_L, Jul 2026
Dinner was great. Drinks were perfect. Views were stunning. Music hit the spot. It was a great experience all around and would recommend it to anyone that wants to get out on the water for a fun evening to see the amazing sunset.
Response from Host, Jul 2026
Thank you for your amazing review! We're thrilled to hear you enjoyed the delicious dinner, refreshing drinks, stunning sunset views, and live music. It means so much to know you had a great experience from start to finish. Thank you for your recommendation—we truly appreciate it and look forward to welcoming you back for another unforgettable evening on the water!
Judi_S, Jul 2026
The whole trip was perfect a little chaotic and unorganized. I think they could have done a couple of things better.
Response from Host, Jul 2026
Thank you for taking the time to share your feedback! We're glad to hear your overall trip was perfect and that you enjoyed the experience. We also appreciate your comments about the organization, as we're always looking for ways to improve. We'll be sure to share your feedback with our team as we continue working to make the check-in and boarding process as smooth as possible. We hope to welcome you aboard again on your next visit to Key West!
Michee_O, Jul 2026
We enjoyed this dinner cruise. I wasn’t sure what to expect as far as a “tropical dinner”, but was pleasantly surprised. The pulled pork was fantastic! The live music was fun and the cruise ended with everyone singing along to Sweet Caroline. A sunset cruise is a must do in Key West and this one did not disappoint.
Response from Host, Jul 2026
Thank you for your wonderful review! We're so happy to hear you enjoyed the dinner cruise and that the tropical buffet exceeded your expectations—especially the pulled pork! It's great to know the live music and the Sweet Caroline singalong made the evening even more memorable. We appreciate your recommendation and are thrilled we could be part of your Key West experience. We hope to welcome you back aboard again soon!
Emilly_S, Jul 2026
Great staff, drinks, food and entertainment! Perfect activity to do with a loved one or friends and family.
Response from Host, Jul 2026
Thank you for your wonderful review! We're thrilled to hear you enjoyed the staff, food, drinks, and live entertainment. It's great to know our sunset cruise was the perfect experience to share with loved ones, friends, and family.
We truly appreciate your kind words and thank you for choosing Sunset Watersports. We hope to welcome you aboard again for another unforgettable Key West sunset!
Leigh_M, Jul 2026
Every staff member at check-in and on the boat were polite, answer questions and generally take care of you. The food was excellent. The guitar/singing entertainment was a plus and good. Drinks plentiful.
Response from Host, Jul 2026
Thank you for your wonderful review! We're so glad to hear you had a great experience from check-in through the end of your sunset cruise. It's wonderful to know our team made you feel well taken care of, and that you enjoyed the delicious dinner, live music, and plentiful drinks. We truly appreciate your kind words and hope to welcome you back aboard for another unforgettable Sunset Watersports cruise in Key West!
Sungju_P, Jul 2026
It was fun but it seems the crew needed better communication with the attendees. Food was great and lists of fun
Response from Host, Jul 2026
Thank you for your feedback! We're glad to hear you had a fun time and enjoyed the food. We also appreciate your comments about communication and will share them with our crew as we are always looking for ways to improve the guest experience. We hope to have the opportunity to welcome you aboard again for another sunset cruise in Key West!
Renee_H, Jul 2026
Great food and great staff. So much fun engaging with other people. The wait time was too long…………..
Response from Host, Jul 2026
Thank you for your review! We're so glad to hear you enjoyed the food, our staff, and the fun atmosphere of meeting and interacting with other guests. We also appreciate your feedback about the wait time. We'll share your comments with our team as we're always looking for ways to improve the overall guest experience. Thank you for choosing Sunset Watersports, and we hope to welcome you back aboard again soon!
SharonD_W, Jul 2026
Be prepared to wait in line. Told to be at the cruise spot at least one hour before boat sails. You arrive only to wait well beyond the hour. You then wait in line for your food. The waiting would have not been so bad, but the weather was scorching!
Response from Host, Jul 2026
Thank you for sharing your feedback. We’re glad you chose to join us for our Sunset Cruise, and we appreciate your comments about the experience.
We understand that waiting in the heat can be frustrating, especially during the warmer Key West weather. Our recommended arrival time is intended to help with check-in, boarding, parking and ensuring guests have the best opportunity to enjoy the cruise, including seating and the sunset views. We are always working to make the boarding process as smooth and efficient as possible, and we appreciate your feedback regarding the wait times and conditions while guests are waiting.
Thank you again for your input. We hope to have the opportunity to welcome you back and provide you with an even better experience on the water.
GayMarie_D, Jul 2026
We had a great time on the Sunset Dinner Cruise. The meal was good, drinks great, Staff EXCELLANT!! Entertainment was great as well. My Birthday on the water was perfect!!! Highly Recommend.
Response from Host, Jul 2026
Thank you for the fantastic review! We're so happy you chose to celebrate your birthday with us and that your Sunset Dinner Cruise was the perfect way to enjoy your special day. It's wonderful to hear you enjoyed the meal, drinks, entertainment, and especially the excellent service from our staff. We truly appreciate your recommendation and hope to welcome you back aboard Sunset Watersports for another memorable celebration in Key West!
EUGENE_P, Jul 2026
Get there on time we had 2 seating look like a full load just listen and follow directions and it’s a good time for all
Response from Host, Jul 2026
Thank you for your review! We're glad you had a great time on our Sunset Dinner Cruise. Thanks for pointing out the importance of arriving on time and following the crew's directions—it really helps everything run smoothly, especially on our busy sailings. We appreciate you joining us and hope to welcome you back for another memorable evening on the water!
shelly_j, Jul 2026
Great experience awesome food drinks fun time had a blast at the cruise the staff was amazing the music was good
Response from Host, Jul 2026
Thank you for the fantastic review! We're so happy to hear you had a blast on our Sunset Dinner Cruise. It's wonderful to know you enjoyed the food, drinks, live music, and that our staff helped make your experience so memorable. We truly appreciate your kind words and hope to welcome you back aboard for another fun evening in Key West!
Donna_O, Jul 2026
The sunset dinner cruise is a nice way to relax and enjoy the nice view
The dinner was excellent for the price and the drinks
Response from Host, Jul 2026
Thank you for your review! We're so glad you enjoyed a relaxing evening on the water and took in the beautiful Key West sunset. It's wonderful to hear you enjoyed the dinner and found it to be a great value, along with the drinks. We appreciate you sailing with us and hope to welcome you aboard again soon!
Thomas_D, Jul 2026
Our Sunset cruise fell victim to nature as the sunset was obstructed by clouds. This was Mother Nature’s second whammy, as we stood on line for 30 minutes in oppressive heat as we boarded the boat. We were in group A and dined first, and the food was fair.
All of these failings were made up for once we got to the top deck, after eating. The musician was excellent, the staff at the bar outstanding and the cruise around Key West most enjoyable.
Go for the cruise, enjoy the upstairs, tip the crew, set your standard on medium for the food- and hope that the weather cooperates. I do recommend this event.
Response from Host, Jul 2026
Thank you for taking the time to share your detailed feedback. While we're sorry Mother Nature didn't cooperate with a clear sunset, we're glad you still had an enjoyable evening on the water. It's wonderful to hear you enjoyed the live music, our bar staff, and the cruise around Key West, and we truly appreciate your recommendation and kind words about our crew.
We also appreciate your feedback regarding the boarding process and the dinner. Comments like yours help us continue improving the overall guest experience. Thank you for sailing with us, and we hope you'll join us again for another sunset—hopefully with clear skies next time!
Nicole_K, Jul 2026
Very disappointing experience. The check in was horrible, very unorganized and no where to keep people waiting out of the direct sun.
They instructions say to show up an hour early and then make guests stand in direct heat.
The table assignment was disorganized and more waiting.
No air in a very crowded dining room.
No table service, you have to go to bar for drinks, the kid running bar told me he wasn’t a bar tender so don’t know how to make drinks.
Food was decent. Only highlight
Music not great.
And then at the end again, horrible exiting the boat, all jammed up and had to wait in the hot dining room to get out from the front of the boat.
Definitely do not recommend.
Gina_P, Jul 2026
The hour reporting early is only to assure your first to eat. Otherwise you’re standing outside in direct sunlight until you board at 6:20! The food was good. The dining area is tight so be aware of that! Otherwise it was fun and we enjoyed everything except the disorganized reporting and boarding delays.
Response from Host, Jul 2026
Thank you for sharing your feedback! We're so glad to hear you enjoyed the food and had a fun time on our sunset dinner cruise. We appreciate you choosing Sunset Watersports and hope to welcome you aboard again for another beautiful Key West sunset!
Todd_B, Jul 2026
Fun dinner cruise, crew was great, live music was great and the food was good as well, highly recommend
Response from Host, Jul 2026
Thank you for your wonderful review! We're delighted to hear you had a fun time on our sunset dinner cruise. It's great to know you enjoyed the crew, live music, and the food. We truly appreciate your recommendation and thank you for choosing Sunset Watersports. We look forward to welcoming you back on your next trip to Key West!
Charles_C, Jul 2026
Food ran out and it wasn’t desirrabe. Not a lot of choices to choose from. Music was just average. Wasn’t with the money.
Response from Host, Jul 2026
Hi Charles, thank you for joining us and taking the time to share your feedback. I followed up with our captain and chef regarding your note about running out of food.
They reported that service went as planned, and our staff didn't receive any mentions of food shortages from guests during the trip. Because our onboard kitchen is fully stocked and our team is always equipped to prepare additional food on the spot, we’d love to better understand where the disconnect happened. Were you unable to get your initial serving, or was this regarding additional portions? Any extra details would be very helpful!
jay_b, Jul 2026
Didn't make it due to illness but doing the sandbar today really excited to go everyone seems to be very helpful at check in
Response from Host, Jul 2026
Hi Jay, I noticed you left us a 1-star review recently. Since our records show you weren't able to make the trip, we truly hope everything is okay and that you are feeling better!
As a local business, our ratings heavily impact our team and our ability to welcome future guests. Because you didn't get to experience the actual tour, would you be open to removing the rating or updating it to reflect that you missed the trip? We would absolutely love to have you out on the water with us in the future for a true 5-star experience.
Marlo_G, Jul 2026
Get there early to get in a group. Group 1 eats first… food was great. Drinks… so so. Not ALL drinks are included. Ie pina coladas… etc
Response from Host, Jul 2026
Thank you for sharing your feedback! We're glad to hear you enjoyed the food and had a great time on our sunset dinner cruise. We appreciate your comments regarding the included drinks and will continue working to make sure our guests have a clear understanding of what is available onboard. Thank you for choosing Sunset Watersports, and we hope to welcome you back for another Key West sunset experience!
Todd_B, Jul 2026
If you are group one you are seated inside with inadequate air conditioning and group 2 is outside in the sun. It boarded late. Once inside the agent said go eat and 60 people were released to get food from one buffet line. No real dessert offered, just churro and plantains. DJ was good. Water tour was just along Key West shore and open water, nothing special.
thomas_f, Jul 2026
The food was definitely sub par and by the end of the line at the second dinner seating there wasn’t much food left. AC in dining room was barely keeping up. Bartenders on upper deck were great. Bartender in dining room was very young and inexperienced .
From $92.95
per personup to 24 hours before the experience starts (local time)
Compare Similar Experiences
Current
Key West Sunset Cruise: Dinner, Live Music & Drinks Included
1,909
2 hours
Free Cancellation
From
$92.95
Customers Who Bought This Tour Also Bought
Explore Similar Things to Do
- Water Tours
- Nature and Wildlife Tours
- Eco Tours
- Kayaking Tours
- Cruises & Sailing
- Outdoor Activities
- Private and Luxury
- On the Water
- Tours, Sightseeing & Cruises
- Key West
- Water Tours - Islamorada
- Nature and Wildlife Tours - Islamorada
- Water Tours - Everglades National Park
- Nature and Wildlife Tours - Everglades National Park
- Eco Tours - Everglades National Park
- Kayaking Tours - Everglades National Park
- Water Tours - Key Largo
- Nature and Wildlife Tours - Key Largo
- Eco Tours - Key Largo
- Kayaking Tours - Key Largo
Attractions in Key West, USA
- Key West Historic District Tours & Tickets
- Duval Street Tours & Tickets
- Edward B. Knight Pier Tours & Tickets
- Vandenberg Wreck Tours & Tickets
- Smathers Beach Tours & Tickets
- Fort Zachary Taylor Tours & Tickets
- Key West Shipwreck Treasure Museum Tours & Tickets
- South Beach Tours & Tickets
- Key West Cemetery Tours & Tickets
- Key West Butterfly and Nature Conservatory Tours & Tickets
- Key West Lighthouse and Keeper's Quarters Museum Tours & Tickets
- Florida Keys National Marine Sanctuary Tours & Tickets
- Harry S. Truman Little White House Tours & Tickets
- Ernest Hemingway Home and Museum Tours & Tickets
- Hard Rock Cafe Key West Tours & Tickets
- Southernmost Point of the Continental USA Tours & Tickets
More attractions near Key West, USA