Key West Boat Rentals

The original est. 2005

Key West Sip & Sail Sunset Cruise

Key West Sunset

Key West Sip & Sail Sunset Cruise
Sunset is a magical time in Key West. Enjoy it on our Sunset Sailing Catamaran. Best Sunset Cruise!

  • Live Music 
  • 2 hour Sunset Sail around Key West’s historic harbor 
  • Custom Built Catamaran
  • Free – Rum Runners, Margaritas, Well Drinks
    Beer, Wine, Champagne & Soft Drinks
  • Includes appetizers
  • Shared experience
  • Large groups welcome
  • Check Availability – Easy Online Booking

*Leaves from Historic Harbor in Old Town Key West

Easy online booking

Key West Sip & Sail

Key West Sunset Cruise

live music-drinks-sunset

Book 305-797-8954

Best Key West Sunset Cruise with beautiful views and great company.

What is the Sip & Sail Cruise in Key West?

Join our Key West Sip & Sail catamaran cruise for a fun evening on the water with music, drinks, and stunning ocean views. This shared Key West catamaran charter is perfect for relaxing with friends while enjoying the tropical beauty of the Florida Keys.

Experience one of the most popular sunset cruises in Key West aboard a spacious catamaran designed for fun, relaxation, and unforgettable tropical views. Whether you are visiting the Florida Keys for a family vacation, couples getaway, birthday celebration, bachelor or bachelorette trip, or simply looking for a relaxing evening on the water, this Key West Sip & Sail sunset cruise offers the perfect island experience.

Cruise across the calm crystal-clear waters surrounding Key West while enjoying ocean breezes, tropical music, and breathtaking sunset views over the Gulf of Mexico. Guests can relax with drinks in hand, socialize with friends and family, and experience the laid-back island atmosphere that makes Key West famous around the world.

This shared catamaran sunset cruise is one of the best ways to enjoy the famous Key West sunset without the crowds found on land. Watch the sky transform into vibrant shades of orange, pink, and purple while sailing past tropical islands, scenic coastlines, and beautiful waters throughout the Lower Florida Keys. The spacious catamaran layout provides plenty of room to relax, take photos, enjoy the music, and move around comfortably while cruising through paradise.

Many visitors choose a Key West catamaran sunset cruise because it combines sightseeing, live entertainment, social atmosphere, and tropical scenery into one unforgettable Florida Keys adventure. The relaxed vibe, warm ocean air, and incredible sunset views create the perfect setting for making vacation memories with family, friends, or that special someone.

This family-friendly sunset cruise is designed for guests of all ages and is a favorite activity for both first-time visitors and returning Key West travelers. Whether you want a romantic evening, a fun social cruise, or simply a relaxing night enjoying the beauty of the Florida Keys, the Sip & Sail catamaran cruise delivers one of the best sunset experiences in Key West.

Key West Sip & Sail sunset cruises are popular for:


Family Vacations • Couples Getaways • Sunset Cruises • Tropical Sightseeing • Birthday Celebrations • Bachelor & Bachelorette Trips • Music & Drinks • Florida Keys Adventures • Relaxing Boat Cruises • Island Vacations

Don’t miss your chance to experience one of the top-rated sunset catamaran cruises in Key West. With tropical music, drinks, beautiful ocean views, and unforgettable sunsets, this Florida Keys sunset cruise is the perfect way to end a day in paradise.

Family Fun Sunset Cruise


Boat Rentals KW Key West Florida FL.