Key West’s concert experiences blend live music with stunning ocean views. These boat-based performances offer excellent value, combining entertainment with unforgettable sunsets.
We particularly love the 70-foot catamaran cruise – it’s a perfect mix of casual atmosphere and quality entertainment, complete with drinks and snacks. The 2-hour guided music venue tour efficiently covers the island’s rich musical heritage, while the sunset dinner cruise delivers the best combination of dining and entertainment.
Check out these top-rated musical adventures below:
Good To Know
- The Key West Sunset Sail offers a peaceful and breathtaking sunset experience with a full bar, live music, and hearty appetizers.
- The 2-Hour Live Music Guided Tour in Key West provides an exclusive exploration of the island’s legendary music venues and rich histories.
- The Key West Sunset Buffet Dinner Cruise combines an unparalleled blend of cuisine, live music, and sunset views in an intimate setting.
- The Key West Sunset Sail and Snorkeling package offers a combination of a sunset dinner cruise with live music and an early morning snorkeling expedition.
- The 2-Hour Sunset Sail in Key West features sailing aboard a spacious catamaran while enjoying live music, unlimited drinks, and appetizers.
Key West Sunset Sail With Full Bar, Live Music & Hors Doeuvres
One of the best ways to experience the legendary Key West sunset is aboard a 70-foot catamaran on the Key West Sunset Sail. This scenic cruise offers peaceful sailing and breathtaking views as you sail to the best spot in Key West to watch the sun dip below the horizon.
Enjoy live music from local musicians as you sip on champagne, wine, or cocktails from the full liquor bar, and indulge in hearty appetizers like shrimp cocktail and chef’s selections. The gratuities are included, so you can sit back, relax, and savor the moment.
With a maximum of 80 travelers, this intimate experience ensures you’ll have ample space to take in the stunning sunset. Just be sure to arrive 30 minutes early for check-in, as the meeting point and end point are the same at 205 Elizabeth St, Key West, FL 33040. Don’t miss out on this quintessential Key West experience.
Read our full review: Key West Sunset Sail With Full Bar, Live Music & Hors Doeuvres Review
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2-Hour Live Music Guided Tour in Key West
Enjoy Key West’s vibrant music scene with this captivating 2-hour live music guided tour. Led by a local expert, you’ll explore the island’s legendary music venues and uncover their rich histories. Enjoy exclusive drink discounts as you’re transported through the lively streets, soaking up the sights and sounds that make Key West a musical mecca.
The tour kicks off at 7:45 PM in front of the iconic Little Room Jazz Club, where you’ll begin your musical journey. You’ll then make your way to the Green Parrot Bar, just a few blocks from the starting point, experiencing the local culture and live performances along the way.
With a maximum group size of 12 travelers, you’ll enjoy a personalized and intimate experience.
The tour is wheelchair and stroller accessible, and located near public transportation, ensuring it’s inclusive for all. However, it’s not recommended for those with back problems, pregnant travelers, or those with serious medical conditions. Secure your spot today and get ready to learn about the captivating sounds of Key West.
Read our full review: 2-Hour Live Music Guided Tour in Key West Review
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Key West Sunset Buffet Dinner Cruise With Open Bar and Live Music
Elevate your Key West experience with the captivating Key West Sunset Buffet Dinner Cruise. This 3-hour cruise offers an unparalleled blend of delectable cuisine, live music, and breathtaking views of the Florida sunset. Board at the convenient 201 William St location and enjoy a 30-minute check-in window before setting sail.
The open bar and buffet-style dinner cater to all tastes, including vegetarian options. As you soak in the stunning sunset, live music fills the air, creating a lively and unforgettable ambiance. With a maximum capacity of 56 travelers, you’ll savor an intimate and personalized experience.
Despite the cruise’s popularity, reviews indicate a 2.5 overall rating, so manage your expectations accordingly. Nevertheless, this sunset cruise promises to be a highlight of your Key West visit, offering a unique blend of dining, entertainment, and scenic vistas. Don’t miss this opportunity to learn about the coastal charm of Key West.
Read our full review: Key West Sunset Buffet Dinner Cruise With Open Bar and Live Music Review
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Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling
Enhance your Key West experience with the captivating Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling. Enjoy a 2-hour sunset dinner cruise with an open bar, live music, and a tropical food buffet. Indulge in Margaritas, Rum Runners, and wine, or opt for premium drinks available for cash.
Don’t miss the 3-hour reef snorkeling expedition earlier in the day, where you’ll be treated to fresh juices, muffins, fruit, and cereals.
The meeting point is at 201 William St, Key West, FL 33040, USA. Arrive 40 minutes prior to both the 9 am snorkel and 5 pm dinner cruise departures. With a maximum of 80 travelers, you’re guaranteed an intimate and personalized experience. Operated by Attractions4us LLC, you can receive confirmation at the time of booking or within 1 day of travel. Take advantage of the free cancellation policy up to 24 hours before the experience.
Read our full review: Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling Review
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Key West: 2-Hour Sunset Sail With Live Music
Sail away into the sunset aboard a spacious catamaran on this 2-hour Key West sunset cruise. You’ll admire stunning views of Key West landmarks as the sun dips below the horizon. Sip unlimited drinks and munch on appetizers while enjoying live musical entertainment throughout the trip.
The meeting point is at the local partner’s office on Lazy Way Lane, a side street between William and Elizabeth Streets. Be sure to arrive 30 minutes before the 2-hour activity starts.
You can reserve your spot now and pay later, with free cancellation up to 24 hours in advance.
This sunset sail promises to be a highlight of your Key West visit. You’ll take in the breathtaking scenery, learn about the island’s points of interest, and be entertained by live music aboard the catamaran. Premium drinks are available for an additional cost. Don’t miss this chance to experience the best of Key West from the water.
Read our full review: Key West: 2-Hour Sunset Sail With Live Music Review
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Frequently Asked Questions
Can I Bring My Own Alcohol on the Cruises?
You can’t bring your own alcohol on most cruises. Most cruise lines have strict policies about outside alcohol, and they may confiscate any you try to bring aboard. It’s best to purchase beverages through the cruise line.
What if I Have Dietary Restrictions or Allergies?
If you have dietary restrictions or allergies, let the cruise line know in advance. They’ll accommodate your needs and ensure you can enjoy the cruise with safe and delicious meal options tailored to your requirements.
Is There a Minimum Age Requirement for the Tours?
Most tours don’t have a minimum age requirement, but it’s best to check with the tour provider. They can let you know if there are any age restrictions and provide guidance to ensure your experience is safe and enjoyable.
Can I Request Specific Songs or Artists for the Live Music?
Yes, you can typically request specific songs or artists for the live music performances. Many venues encourage audience participation and will often take song requests to create a more personalized experience for attendees.
What Should I Bring for the Snorkeling Excursion?
For your snorkeling excursion, you’ll want to bring a waterproof camera, sunscreen, a towel, and comfortable swimwear. Don’t forget to wear water shoes or sandals to protect your feet. Most importantly, stay hydrated and listen to your guide’s safety instructions.
The Sum Up
You’ll find an array of unforgettable concert experiences in Key West, from sunset sails with live music to guided tours showcasing the city’s vibrant music scene. Whether you’re craving an evening of drinks, hors d’oeuvres, and tunes or a relaxing sunset sail with a live soundtrack, Key West has something to suit your musical preferences.