Damn Good Sunset Cruise Guides In Sarasota

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

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Recently Booked Sunset Cruise Guides In Sarasota, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Sunset Cruise in Sarasota

Sunrise/Sunset Cruise

100% (4)
21 ft 1 - 6 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Sunset Cruise in Sarasota

Sunset Cruise

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

Boat Cruise, Dolphin Watching, Sunset Cruise in Cape Coral

3hr Private Dolphin & Sunset Cruise

100% (1)
27 ft 1 - 12 People From $599
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Sunset Cruise in Gulfport

St Pete Sandbar Trip - 35'

100% (9)
35 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Sunset Cruise in Nokomis

Sunset Cruise

100% (1)
23 ft 1 - 6 People From $250
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 Or Day Tripping

100% (31)
41 ft 1 - 10 People From $800

“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 Sarasota, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Sunset Cruise in Cape Coral

Private Sunset Boat Tour

NEW
23 ft 1 - 6 People From $399
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Booze Cruise, Sunset Cruise in Madeira Beach

Tiki Boat Cruise

NEW
26 ft 1 - 13 People From $220
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Shelling, Sunset Cruise in Matlacha

Boat Day Shelling Beach Sightseeing

100% (33)
20 ft 1 - 8 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake, Boat Cruise, Sunset Cruise in Cape Coral

Bass/Sunset Cruise

99% (170)
22 ft 1 - 6 People From $250
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

Private Sunset Cruise

100% (31)
41 ft 1 - 10 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Dolphin Watching, Sunset Cruise in Nokomis

Custom Yacht Charter

100% (2)
39 ft 1 - 13 People From $1,100
See All Sunset Cruise Trips in Sarasota

Need a Place to Stay?

Everything to Know About Booking a tours trip in Sarasota

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

Our Damn Good Guides currently offer 13 private sunset cruise trips in Sarasota, and the most popular trips in the area are Sunrise/Sunset Cruise guided by Cole, Sunset Cruise guided by Jerry, and 3hr Private Dolphin & Sunset Cruise guided by Aldo.

Our guides in Sarasota are rated a 4.2 out of 5 based on 6954 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 Sarasota? Check out our beginner and family friendly sunset cruise trips in Sarasota.

What types of sunset cruise trips are common in Sarasota?

How much does a private Sarasota sunset cruise trip cost?

Prices for sunset cruise trips in Sarasota can range anywhere from about $379 to $1,198, but the average price for a half day trip for sunset cruise trips in Sarasota is $669. The average price for a full day trip for sunset cruise trips in Sarasota 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 Sarasota?

The most popular season for sunset cruise trips in Sarasota is fall, and most people book their trips 12 days in advance.

Recent Reviews

  • ★★★★★
    My opinion: Capt. Chris was the best, and that's coming from a former 100-ton Coast Guard-certified captain who ran fishing charters in the northeast for years. His boat was clean and well-provisioned, he came prepared, listened to what we wanted to do and delivered on every one of our requests. Along the way he provided great conversation, insights and local color and left us with an unforgettable day. Should we go back to the Cayo Costa/Sanibel/Pine Island area, we 100 percent will hire Chris to take us out again.

    Ted H. | April 6, 2026

    Trip: Boat Day Shelling Beach Sightseeing

  • ★★★★★
    We had the best time in the water with Joe! Great communication leading up to our departure, would highly recommend!

    Lora S. | March 30, 2026

    Trip: St Pete Sandbar Trip - 35'

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

    Terry E. | September 2, 2025

    Trip: Sunset Cruise

  • ★★★★★
    Roland was outstanding. My grandsons and son in law loved the fishing opportunity and greatly appreciated all the time he spent and his information and knowledge. The cruise was great, informative and so relaxing. Thank you Roland. We had a great time. Tim and crew.

    Tim W. | March 4, 2025

    Trip: Bass/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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See All Sunset Cruise Trips in Sarasota