Adventure Collective
null - Key West

Private Charter Sunset Sail

Key Westeasy

Difficulty

easy

Duration

2–3 hours

Fitness Level

Suitable for most fitness levels; minimal physical activity required

Overview

Set sail on a private sunset cruise in Key West and enjoy personalized views of the stunning Florida sunset. This intimate boat tour offers tranquility, beautiful scenery, and unforgettable moments on the water.

Boat Tour
Sailing
Key West, Florida

Private Sunset Sail

2 hours • Up to 12 Guests • From $645

Select participants and date

Adventure Photos

Private Sunset Sail photo 1

About This Adventure

Experience the enchanting beauty of a private sunset sail in Key West. Glide through the harbor on a classic sailboat, away from the crowds, as you enjoy personalized service from your captain and crew. Bring your favorite drinks and snacks, and create unforgettable memories against the backdrop of a stunning sunset.

Private, personal and elegant sunset charter

At Sunset Sail Key West we bring you the perfect end to an island day; capture the magic of it all from the deck of your own private tropical sailboat.

Sunset Sail Key West boasts a fleet of unique classic sailboats and we strive to revive the romance and charm without the crowds.

Sit back while the captain and mate raise the sails, shut off the engine and sail you off into the sunset.

Take the wheel or take in the sights as we sail you through a tour of Key West harbor, sail past the crowds at Mallory square and cross the line of the Gulf of Mexico into the Atlantic Ocean

Look seaward and dream of sailing far away, take in the sea stories of our crew and plan your next sail with Sunset Sail Key West.

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Duration

2 Hours

Trip Includes:

  • Your own private boat with a captain and mate
  • Coolers stocked with ice
  • Soft drinks
  • Bottled water

You are welcome to bring any adult beverages of your choice.

-Gourmet Cheese Platter upgrade Available

Please Bring:

  • Any necessary sun protection
  • Appropriate weatherwear for the day
  • Any adult beverages or snacks you would like to enjoy on your trip

Please Note:

  • Listed price for up to 6 guests. For every additional guest, there is a $75 surcharge up to a maximum of 12 guests total.
  • All Ages welcome
  • Children under 12 must be accompanied by an adult
  • All our trips are customisable - if you'd like to add an extra hour or find a different time slot please don't hesitate to call or email and we'll do what we can for you!
  • Gratuity for the crew customary and very much appreciated! It is not included in the fee for your trip, so if you think they did a good job, please do remember them at the end of your sail.

Adventure Tips

Arrive Early for the Best Views

Getting to the dock 15-20 minutes before your scheduled departure ensures you can settle in comfortably and enjoy the full experience.

Bring Layers for Temperature Changes

Evening breezes can be cool after sunset, so pack a light jacket or cover-up to stay comfortable throughout the cruise.

Protect Your Camera and Phone

Keep devices safe from splashes and enjoy taking photos of the stunning scenery during the trip.

Book in Advance for Private Experience

Private sunset sails are popular, so reserve your spot early to ensure exclusivity and preferred times.

Local Insights

Wildlife

  • Dolphins
  • Pelicans

History

Key West's maritime history dates back centuries, and the very waters you'll sail on have witnessed countless historic events and shipwrecks.

Conservation

Sunset Sail Key West practices environmentally friendly navigation to minimize impact on marine life and preserve the area's natural beauty.

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Adventure Hotspots in Key West

Frequently Asked Questions

Recommended Gear

Sunscreen

Essential

Protect your skin from UV rays during daytime preparation for the cruise.

summer specific

Sunhat or Cap

Essential

A wide-brimmed hat shields your face from the sun while on deck.

spring|summer specific

Light Jacket or Sweater

Essential

Bring warmth for the cooler evening temperatures after sunset.

fall|winter specific

Camera or Smartphone

Essential

Capture stunning views of the sunset and surrounding scenery.

all specific