Key West is a vibrant island destination known for its laidback charm and endless water activities. This full-day tour combines the best of both worlds – an exhilarating adventure at Smathers Beach followed by a tranquil sunset cruise. Guests can enjoy a variety of water sports, from snorkeling to parasailing, before unwinding with an open bar and live music aboard a scenic catamaran. With breathtaking views and a perfect blend of excitement and relaxation, this tour promises an unforgettable experience in the Florida Keys. What else can this day-long adventure offer?
This experience made our article of 13 Best Sailing Experiences In Key West.
Key Points

- Comprehensive full-day tour from Miami to Key West, offering a variety of water activities at Smathers Beach and a sunset catamaran cruise with an open bar.
- Includes a 3-hour snorkeling trip, unlimited water sports like kayaking and paddleboarding, and a scenic sunset sail with live music.
- Offers roundtrip transportation from Miami and direct access to the beach activities, catering to a wide range of interests and abilities.
- Designated check-in area for the sunset catamaran cruise, with an open bar and 1-2 hours of scenic views of the Florida Keys.
- Maximum group size of 90 travelers, making it suitable for families and those with limited mobility, but not wheelchair accessible.
Tour Overview

This full-day combo tour from Miami to Key West includes unlimited water activities at Smathers Beach, such as snorkeling, kayaking, paddleboarding, and parasailing.
The tour also features a sunset sail on a catamaran with an open bar and live music. Guests can enjoy the scenic views and refreshing drinks while taking in the beauty of the Florida Keys at sunset.
This comprehensive tour provides a great way to experience the best of Key West, from the thrilling water sports to the relaxing evening cruise.
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Activities and Inclusions

The tour includes a 3-hour snorkeling trip, allowing guests to explore the vibrant underwater world around Key West.
Unlimited well drinks are available from the open bar during the sunset cruise, ensuring a relaxing and enjoyable experience.
Roundtrip transportation from Miami to Key West is included, making it a hassle-free day trip.
Visitors can also take advantage of the beach activities at Smathers Beach, including snorkeling, kayaking, paddleboarding, and parasailing.
With these activities and inclusions, the tour provides a comprehensive and memorable experience in Key West.
Getting to Smathers Beach
Visitors can head directly to Smathers Beach for the beach activities included in the tour.
Visitors can head directly to Smathers Beach for the beach activities included in the tour.
The meeting point for the tour is at Smathers Beach, located at 2601 S Roosevelt Blvd, Key West, FL 33040, USA. Guests can find easy access to the beach and the designated check-in area for the sunset catamaran cruise, which departs at 4:15 PM.
The tour includes:
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Snorkeling
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Kayaking
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Paddleboarding
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Parasailing
Visitors should arrive at Smathers Beach with enough time to enjoy the water activities before the sunset cruise departure.
Sunset Catamaran Cruise

After the beach activities, guests can check in at 201 William St for the sunset catamaran cruise, which departs at 4:15 PM. The cruise includes an open bar with unlimited well drinks and live music, providing a relaxing end to the day. Guests can enjoy the stunning views of the Florida Keys as the sun sets over the water.
| Activity | Inclusion | Duration |
| — | — | — |
| Sunset Catamaran Cruise | Open Bar | 1-2 hours |
| Live Music | Roundtrip Transportation | |
| Scenic Views | – | |
The sunset catamaran cruise is the perfect way to cap off a day of activities in Key West.
Transportation and Pickup Details

To begin the day, guests head directly to Smathers Beach for their water activities.
Check-in for the sunset catamaran cruise takes place at 201 William St at 4:15 PM. The meeting point for the entire tour is Smathers Beach, located at 2601 S Roosevelt Blvd, Key West, FL 33040, USA.
Check-in for the sunset catamaran cruise is at 201 William St at 4:15 PM. The meeting point is Smathers Beach, 2601 S Roosevelt Blvd, Key West, FL 33040, USA.
The tour includes:
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Roundtrip transportation from Miami to Key West
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Access to Smathers Beach for snorkeling, kayaking, paddleboarding, and parasailing
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Check-in for the sunset catamaran cruise
This full-day combo tour from Miami to Key West provides a convenient and inclusive experience for visitors.
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Group Size and Accessibility

Although the tour accommodates a maximum of 90 travelers per group, the experience remains accessible for most participants.
The activity is stroller-friendly, making it suitable for families. While the tour isn’t wheelchair accessible, travelers with limited mobility can still enjoy the beach activities and sunset cruise.
The tour’s diverse offerings cater to a wide range of interests and abilities, ensuring an enjoyable experience for all. Participants can look forward to a memorable day filled with water sports, live music, and breathtaking views of the Florida Keys sunset.
Pricing and Cancellation

The tour is priced from $229.99 per person, offering a cost-effective way to experience the highlights of Key West.
This full-day combo tour includes:
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Unlimited water activities at Smathers Beach
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A sunset sail on a catamaran with an open bar and live music
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Roundtrip transportation from Miami to Key West
Travelers can take advantage of the free cancellation policy up to 24 hours before the experience starts.
Plus, a reserve now and pay later option is available, providing flexibility in booking.
With a maximum group size of 90, this tour ensures an enjoyable and personalized experience for all participants.
Frequently Asked Questions

What Should I Bring for the Water Activities?
For the water activities, it’s recommended to bring a swimsuit, towel, sunscreen, and water shoes. Don’t forget to pack any personal items like a change of clothes and a camera to capture the stunning sunset cruise.
Are the Tour Guides Fluent in Multiple Languages?
The tour guides are fluent in English, but the availability of multilingual guides is not specified. Customers should inquire about language capabilities when booking to ensure their needs are accommodated.
Is There a Minimum Age Requirement for Participants?
The tour does not have a minimum age requirement. Children of all ages are welcome to participate in the activities, though parental supervision is recommended for younger participants.
Can I Upgrade to a Private or Smaller Group Tour?
Yes, you can upgrade to a private or smaller group tour. Contact the tour operator to inquire about available upgrade options and any additional costs. They’ll be able to provide details on the different tour sizes and pricing.
What Are the COVID-19 Safety Protocols in Place?
The tour operator follows all local COVID-19 safety protocols, including sanitizing equipment, enforcing social distancing, and requiring masks when appropriate. Guests are encouraged to review the latest guidelines before their visit.
The Sum Up
This all-inclusive tour of Key West offers an unbeatable combination of water activities and a relaxing sunset cruise. Enjoy kayaking, paddleboarding, and snorkeling at Smathers Beach, then unwind on a catamaran with an open bar and live music. With stunning views of the Florida Keys, this tour provides a perfect blend of adventure and tranquility, making it an unforgettable experience.
📍 This experience made our list of the 13 best Sailing Experiences in Key West
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- Bimini Charters – Private 6 Hour Catamaran Sail & Snorkel
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More Boat Tours & Cruises in Key West
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- Sunset Sip and Sail Key West with Open Bar and Live Music
- Sunset Sail Cruise in Key West
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