Sunset Sip and Sail Key West with Open Bar and Live Music

Badge of ExcellenceKey West, USA

Likely to Sell Out

From $79.95

Select Date and Travelers

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

2 hours
Mobile ticket
Offered in: English

Explore our promoted experiences

Likely to Sell Out

Key West, Florida

Key West Sunset Sail with Full Bar, Live Music and Hors D'oeuvres

2,644

from $79.95

Key West, Florida

Sunset Sail in Key West with Beverages Included

636

from $79.00

Likely to Sell Out

Key West, Florida

Florida Keys Reef Snorkel & Sail Adventure

448

from $89.00

Viator earns higher commissions on experiences featured here

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
This cruise saves you money by combining entertainment and an open bar
Fill up on appetizers during your Key West sunset cruise

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

Beverages
Open Bar
Live Music
Appetizers

Gratuities
Premium Open Bar (Unless Upgrade Option Selected)

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

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

Cancellation Policy

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

For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.

Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Traveler Photos

Featured review

Anthony_P

Everything was amazing the staff were so professional, organized, and super friendly! The live music and open really elevated the experience. If anyone was curious the ship did have bathrooms. I would 110% do this again. If you are in key west you must do this! Its a beautiful experience!

Reviews

4.5

217 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

We perform checks on reviews

Showing 1-10 of 217 reviews

Great experience!

Dixie_M, Apr 2024

The guy on guitar provided wonderful ambiance. There was plenty of adult beverages and snacks. There was also adequate room on the boat for seating and walking around to see the beautiful views of Key West and sunset. Great time!

A must do

Donna_P, Apr 2024

Everything was perfect except we didn’t get to see the sunset… hiding behind the clouds …………….. that is everything

Sunset Sail

Anthony_P, Apr 2024

Staffs are very friendly,...

Shanti_G, Mar 2024

Staffs are very friendly, we enjoyed evening sunset, along with drinks and snacks we had really good time .

Sip n sail, great way to end our fun day!

Cathy_W, Mar 2024

Crew captain very friendly! Drinks and appetizers ok. It was a nice evening! The musician was good. We enjoyed our evening sail!

Perfect End to Our Trip

Mayra_A, Feb 2024

Great time. Perfect way to end our time in the Keys! The Crew and Captain of the Sandy Cat were a pleasure to sail with!!

Captain Jane (may have...

Shannon_B, Feb 2024

Captain Jane (may have been Jade) was outstanding. She maneuvered the boat effortlessly and with confidence. Her two mates were very attentive as well. Great appetizers and wonderful choice of drinks! Great live music on board. I even got a box of chocolates since it was valentines day!

If standing/walking is a challenge... don't do this.

Daniel_B, Feb 2024

If you have any difficulty walking, this is not for you. The boat is probably 300 yards from the meeting place and the escort walks very fast, losing guests in his wake. Once on the boat, there is very little seating; mostly standing at the rail. The music was good and, of course, Mother Nature came through with a beautiful sunset. And the crew was very friendly and helpful.

It was a beautiful night...

Peter_T, Feb 2024

It was a beautiful night on a gorgeous boat. The food was good and the music was great. Definitely worth it.

Sunset yay!

Pamela_D, Feb 2024

Captain Jade was excellent! Music was danceable and the drinks were great! We had a really nice chat with the crew members and the other passengers were nice too, win 🥇

Response from Host, Feb 2024

Pamela, We are Happy that you Enjoyed our Sunset Sip & Sail Excursion and we Hope to see you Again!

Fun times

Bar_I, Feb 2024

Had a lot of fun. The crew was amazing. The music was very good. The views were beautiful. We met some new friends and shared pictures.

Response from Host, Feb 2024

We are Glad that your Experience on our Sunset Sip & Sail was Fun, you met new people and Enjoyed the Breathtaking Sunset and therefore was worth 5 Stars, so We Thank You!!

Lackluster experience

Heather_A, Jan 2024

I enjoyed the cruise as we caught the sunset just in time; however, the boat really wasnt a cruise. It more so was just go out and watch sunset with not much of a cruise around the bay like some others ive been too. I expected live music but we had a dj. He was fairly good but not what I expected. I was very disappointed with the food as it was more of a snack, if that. There were light veggies/hummus/dip, swedish meatballs which were not good and chicken strips which belonged on top of a salad/preprocessed and also not good. The crew was extremely nice and the bartenders were very good. I’ve been on plenty of other similar sunset cruises and thought the value of this cruise just wasn’t worth it.

Nice evening out!

Angie_Z, Jan 2024

Nice evening for sunset cruise. My boat wasn't very crowded. Food, drinks, music all good. No complaints!

Response from Host, Jan 2024

Thank you Angie for the 5 Stars and we are Happy that you Enjoyed our Sunset Sip and Sail and we Hope to see you Again when you Come back to Key West!!!

Highly recommend

Asia_C, Dec 2023

I had an amazing time. Beautiful views and sunset. The drinks were on point as well as the music. I had the time of my life

Response from Host, Jan 2024

We are Glad that you had an Amazing time of your life on our Sunset Sip & Sail!! We hope to see you again when you come back to KW and Thanks Asia for the 5 Stars!!!

Fun Sunset Cruise!

Amy_R, Nov 2023

Good drinks, good music, good time! We had a lot of fun and met some really nice people! Would recommend!

Nice evening

Elizabeth_F, Nov 2023

This was a very nice tour. It was nice to sail and watch the sun set. The music was great. There were plenty of drinks and things to eat. Pleasant evening!

Response from Host, Nov 2023

Thanks Elizabeth for the 5 Stars!!! We are Glad that you had a Pleasant evening on our Sunset Sip and Sail and Enjoyed the Live Music, Abundance of Well Mixed Drinks and Delicious Apps!!!

Sip and sail should be renamed pay and sail

Alan_S, Nov 2023

A perfect sunset however, not happy that we had to pay $20 extra for drinks we were reliably told were included in the price!!!!!

Response from Host, Nov 2023

Alan, the sip & sail general ticket includes unlimited open well brand bar, draft beer, mimosas & wine! We do have a premium bar upgrade option giving guests unlimited top shelf & premium liquors. These options are clearly laid out on our website. I'm not sure where any confusion came from but we would love to chat with you regarding this issue. 305-296-2554.

Fun crew

Samantha_L, Nov 2023

The crew provided a fun experience along with the live music. Food was OK but we were there more for the drinks and sunset!

Response from Host, Nov 2023

We are Happy that you had a Fun Experience on our Sunset Sip & Sail with open bar and Live music!! Thanks for the 5 Stars and we Hope to see you again when you come back to Key West!!

Spending time together...

Lisa_C, Nov 2023

Spending time together experiencing something new together and being with very friendly crew! They made sure everyone was having a great time!

Response from Host, Nov 2023

We are Pleased that you were able to Spend Quality time together and have a Great time on our Sunset Sip & Sail w/Apps, Open Bar and Live Music!! Thanks Lisa for the 5 Stars!!!

Great cruise-book it

Kerrie_P, Nov 2023

Great cruise, great music, great people on cruise with us, average apps. Even though it was a bit cloudy the sunset was beautiful.

...