Damn Good Sunset Cruise Guides In The Florida Keys

Check real-time availability and compare rates on private Florida Keys sunset cruise guides. Confidently book your next trip.

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You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis

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Recently Booked Sunset Cruise Guides In The Florida Keys

Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Booze Cruise, Sunset Cruise in Key West

Evening Sunset Trip

NEW
24 ft 1 - 6 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Sunset Cruise in Key West

Key West Sunset/Eco Tour

100% (17)
24 ft 1 - 8 People From $600

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Other Captain Experiences Trips in the Florida Keys

Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

Tavernier Backcountry Fishing

100% (27)
18 ft 1 - 3 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Key West

Shark Fishing Key West

100% (1)
34 ft 1 - 2 People From $900
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Key West

Key West Fishing Adventure

100% (51)
24 ft 1 - 8 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea Fishing in Key West

Laid Back Key West

100% (14)
33 ft 1 - 6 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key Largo

Key Largo Silver Kings

100% (84)
24 ft 1 - 6 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Everglades City

Everglades Action

NEW
23 ft 1 - 4 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Key Largo

Key Largo Bays And Backcountry

100% (18)
25 ft 1 - 8 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key Largo

Key Largo Backcountry

100% (84)
24 ft 1 - 6 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Key West

Beautiful Backcountry Fishing

100% (3)
24 ft 1 - 4 People From $800
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Everglades Inshore Trip

100% (28)
24 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key Largo

Key Largo Offshore Fishing

100% (20)
35 ft 1 - 6 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key Largo

Key Largo Offshore Fishing Trip

100% (84)
24 ft 1 - 6 People From $1,000

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Everything to Know About Booking a tours trip in the Florida Keys

Why should I book a sunset cruise trip in the Florida Keys with Captain Experiences?

Our Damn Good Guides currently offer 2 private sunset cruise trips in the Florida Keys, and the most popular trips in the area are Evening Sunset Trip guided by Zdravko and Key West Sunset/Eco Tour guided by Alex.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for private kid friendly sunset cruise trips in the Florida Keys? Check out our beginner and family friendly sunset cruise trips in the Florida Keys.

What types of sunset cruise trips are common in the Florida Keys?

How much does a private Florida Keys sunset cruise trip cost?

Prices for sunset cruise trips in the Florida Keys can range anywhere from about $510 to $1,200, but the average price for a half day trip for sunset cruise trips in the Florida Keys is $914.

Is booking a guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is in the wild every day and knows the area like the back of their hand is going to give you the best chances of having a great trip.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for sunset cruise trips in the Florida Keys?

The most popular season for sunset cruise trips in the Florida Keys is summer, and most people book their trips 0 days in advance.

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Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

See All Sunset Cruise Trips in the Florida Keys