Veteran-OwnedPrivate Charters OnlyIslamorada, Florida Keys5.0 Google Rating
Private Sunset Cruise • Florida Bay

Private Sunset Cruises in Islamorada, Florida Keys

Cruise Florida Bay with only your group, your captain and the changing Keys sky on a relaxed private sunset charter from Islamorada. Private sunset charters start at $479 for up to 6 guests.

5.0 on Google · 215+ reviewsRead reviews
Private Sunset Cruises in Islamorada, Florida Keys
PrivateUp to 6 guests
Trip length2 hours
WaterFlorida Bay
StyleRelaxed, private sunset cruise

Is this the right charter?

This trip is a strong fit if…

  • You want a quiet sunset experience without a large tour boat.
  • You are planning a date night, anniversary, proposal or family evening.
  • You want room to talk, take photos, play music and enjoy the ride.
  • You prefer a private, unhurried evening on the water.

How the day works

Board before sunset

Departure timing follows the season so the trip lines up with sunset.

Cruise Florida Bay

Enjoy the ride, changing light and open-water views from your private boat.

Return after sunset

Your captain brings you back to the marina after the evening light fades.

What's aboard

  • Private boat and captain
  • Coolers with ice
  • Bluetooth music
  • Comfortable private pace
  • Seasonally timed departure
  • Local Islamorada departure

Island Adventures is a private charter operation. Specific locations are always subject to safe operating conditions, water conditions, guest comfort, daylight and the captain's judgment.

Straight answers

Frequently asked questions

Can we bring food and drinks?

Yes. You may bring your own food and drinks. Coolers with ice are available aboard.

How long is the sunset cruise?

The standard sunset charter is two hours.

Can we bring drinks?

Yes. Bring drinks and snacks for your group; coolers with ice are aboard.

What happens if weather looks bad?

The captain evaluates wind, storms, lightning and safe operating conditions. Weather decisions are made for the actual trip, not based on a long-range forecast alone.

Your crew. Your boat. Your Florida Keys day.

Check current private charter availability directly.

Check Private Charter Availability

Real guests. Real days on the water.

5-star Island Adventures reviews

★★★★★ 5.0 on Google215+ reviews
★★★★★
“A very relaxing way to spend an hour and catch unobstructed views of the beautiful sunset on the bay.”
Gina Martin · Google review
★★★★★
“Captain Jim is laid-back, incredibly knowledgeable about marine life and local history, and makes everyone on board feel safe and welcome.”
Harper Wilch · Google review
★★★★★
“An A+ experience from beginning to end.”
Colleen Finn · Google review
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