KEY WEST BOAT TOUR FIELD GUIDE
Key West Harbor in 90 Minutes: A Private 1.5‑Hour Day Sail Around the Islands
A 90-minute private day sail out of Downtown Key West with a captain and mate—raise sail, take a turn at the helm, and sight the harbor islands and city landmarks.
Key West Harbor in 90 Minutes: A Private 1.5‑Hour Day Sail Around the Islands.
Catch the warm Keys breeze with Sunset Sail Key West on a 1.5-hour daysail from Downtown Key West. The crew will raise sail and shut off the engine so passengers can relax under sail, take a turn at the helm or help raise sails, and pick out the city's most famous landmarks while cruising around the harbor islands before returning to the dock.
Highlights
Outing Highlights
Sail Around the Harbor Islands
The sail takes you around Key West’s harbor islands where the captain points out city landmarks as you glide under sail, then returns to the dock after the 1.5‑hour outing.
Hands‑On Sailing on a Private Charter
This is a private charter with a captain and mate—guests can take a turn at the helm or help raise sail while the engine is turned off for true time‑under‑sail serenity.
Simple Onboard Provisions
The trip includes your own private boat with a captain and mate and coolers stocked with ice, soft drinks, and bottled water; guests are welcome to bring their own adult beverages and snacks.
What the day feels like
What It Feels Like
Board in Downtown Key West, watch the crew raise sail, and feel the boat fall into a steady rhythm as the engine is shut off. Over roughly 90 minutes you’ll cruise among the harbor islands, trading waterfront views and city landmarks, with chances to steer or assist the crew before the boat returns to the dock.
THE ROUTE
Sail Around the Harbor Islands
The sail takes you around Key West’s harbor islands where the captain points out city landmarks as you glide under sail, then returns to the dock after the 1.5‑hour outing.
THE EXPERIENCE
Hands‑On Sailing on a Private Charter
This is a private charter with a captain and mate—guests can take a turn at the helm or help raise sail while the engine is turned off for true time‑under‑sail serenity.
THE AMENITIES
Simple Onboard Provisions
The trip includes your own private boat with a captain and mate and coolers stocked with ice, soft drinks, and bottled water; guests are welcome to bring their own adult beverages and snacks.
Suitability
Who it's for
Who this 1.5‑hour harbor sail suits.
Practical planner
Details to review before reserving
Bring sun protection, appropriate weatherwear for the day, and any adult beverages or snacks you’d like; coolers with ice, soft drinks, and bottled water are provided onboard.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the trip?
The outing lasts approximately 90 minutes (1.5 hours).
What is included onboard?
Your private boat includes a captain and mate; coolers are stocked with ice, soft drinks, and bottled water.
Can I bring alcohol or snacks?
Yes — you are welcome to bring any adult beverages and snacks you would like to enjoy on the trip.
What are the age and accompaniment rules for children?
All ages are welcome; children under 12 must be accompanied by an adult.
How does pricing and capacity work?
The listed price covers up to 6 guests; there is a $75 surcharge for each additional guest up to a 12‑guest maximum.
Are trips customizable or can I extend the time?
Trips are customizable—if you’d like to add an extra hour or choose a different time slot, contact the operator to arrange it.