Damn Good Sunset Cruise Guides In Clearwater

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Damn Good Guides

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 Clearwater, Fl

Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Booze Cruise, Sunset Cruise in Clearwater

Island Hopping Day Tripping

100% (33)
34 ft 1 - 12 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Dolphin Watching, Sunset Cruise in Bradenton

Bradenton Eco Tours

100% (4)
31 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Sunset Cruise in Sarasota

Sunset Cruise

100% (2)
26 ft 1 - 6 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Sunset Cruise in Sarasota

Sunrise/Sunset Cruise

100% (1)
21 ft 1 - 6 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Sunset Cruise in Gulfport

St Pete Sandbar Trip - 35'

100% (6)
35 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Sunset Cruise in Nokomis

Sunset Cruise

NEW
23 ft 1 - 6 People From $250

“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

More Sunset Cruise Guides In Clearwater, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Sunset Cruise in Nokomis

Sunset Cruise

NEW
23 ft 1 - 6 People From $250
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Sunset Cruise in Gulfport

St Pete Sandbar Trip - 35'

100% (6)
35 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Sunset Cruise in Sarasota

Sunrise/Sunset Cruise

100% (1)
21 ft 1 - 6 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Sunset Cruise in Sarasota

Sunset Cruise

100% (2)
26 ft 1 - 6 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Dolphin Watching, Sunset Cruise in Bradenton

Bradenton Eco Tours

100% (4)
31 ft 1 - 6 People From $500
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Booze Cruise, Sunset Cruise in Clearwater

Island Hopping Day Tripping

100% (33)
34 ft 1 - 12 People From $800
See All Sunset Cruise Trips in Clearwater

Other Captain Experiences Trips in Clearwater

Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Clearwater

Clearwater Mixed Bag Offshore

100% (57)
27 ft 1 - 6 People From $1,650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Clearwater

Clearwater Classic

100% (6)
21 ft 1 - 4 People From $600
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 Tampa

Tampa Bay Fishing Classic

99% (90)
21 ft 1 - 4 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in St. Petersburg

Inshore Fishing Trip AM

100% (12)
22 ft 1 - 3 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Indian Rocks Beach

Indian Rocks Fishing Adventure

100% (3)
32 ft 1 - 6 People From $820
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 Clearwater

Tampa Bay Fishing - 22’ Aguasport

100% (18)
22 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Clearwater

Coastal Clearwater Charter

100% (27)
24 ft 1 - 5 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in St. Petersburg

Florida Snook, Jacks, And Reds

100% (7)
22 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in St. Petersburg

Night Trip - 22' Skeeter

100% (7)
22 ft 1 - 4 People From $500
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River Fishing in St. Petersburg

Inshore Fishing Excursion

100% (4)
24 ft 1 - 4 People From $500
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in St. Petersburg

Offshore Trip - 27' Cape Horn

100% (20)
27 ft 1 - 4 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in St. Petersburg

4-hour Inshore - 26 C-Hawk

100% (3)
26 ft 1 - 4 People From $600

Need a Place to Stay?

Everything to Know About Booking a tours trip in Clearwater

Why should I book a sunset cruise trip in Clearwater with Captain Experiences?

Our Damn Good Guides currently offer 7 private sunset cruise trips in Clearwater, and the most popular trips in the area are Island Hopping Day Tripping guided by Tommy, Bradenton Eco Tours guided by Brook, and Sunset Cruise guided by Jerry.

Our guides in Clearwater are rated a 5 out of 5 based on 5945 verified reviews on Captain Experiences.

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 Clearwater? Check out our beginner and family friendly sunset cruise trips in Clearwater.

What types of sunset cruise trips are common in Clearwater?

How much does a private Clearwater sunset cruise trip cost?

Prices for sunset cruise trips in Clearwater can range anywhere from about $500 to $1,600, but the average price for a half day trip for sunset cruise trips in Clearwater is $807. The average price for a full day trip for sunset cruise trips in Clearwater is $1,036.

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 Clearwater?

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

Recent Reviews

  • ★★★★★
    Excellent cruise and service by Captain Jerry

    Terry E. | September 2, 2025

    Trip: Sunset Cruise

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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:

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