Damn Good Deep Sea Fishing Charters In Summerland Key

Check real-time availability and compare rates on Summerland Key deep sea fishing trips. Confidently book your next day on the water.

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Recently Booked Deep Sea Fishing Charters In Summerland Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Wreck Fishing Trip

NEW
31 ft 1 - 6 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Key West Offshore Experience

100% (4)
42 ft 1 - 6 People From $1,200
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Marathon

Offshore Marathon

100% (14)
31 ft 1 - 12 People From $1,495
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Marquesas Key Fishing Adventure

100% (20)
33 ft 1 - 4 People From $1,600
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

Deep Sea Fishing in Key West

Full Day Offshore - 30' Seahunter

100% (98)
30 ft 1 - 6 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Stock Island

5-8 Hour Reef/Offshore Fishing

NEW
19 ft 1 - 6 People From $1,100

Top Species for Deep Sea Fishing in Summerland Key

“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

All Target Species in Summerland Key

View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Deep Sea Fishing Charters In Summerland Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Full Day Gulf Tuna Trip

NEW
33 ft 1 - 4 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Gulf - Shrimp Boats & Wrecks

96% (28)
32 ft 1 - 6 People From $2,250
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Southernmost Mahi Offshore Fishing

100% (20)
29 ft 1 - 6 People From $1,200
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

Deep Sea, Nearshore Fishing in Marathon

Reefs And Wrecks Marathon

100% (14)
35 ft 1 - 6 People From $1,400
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Dry Tortugas Trip

100% (54)
35 ft 1 - 12 People From $3,750
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Marathon

Marathon Offshore | 45' Express

100% (16)
45 ft 1 - 6 People From $1,400
See All Deep Sea Trips in Summerland Key

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Everything to Know About Booking a Summerland Key deep sea fishing charter

What are the best deep sea fishing charters in Summerland Key?

Why should I book a deep sea fishing charter in Summerland Key with Captain Experiences?

Our Damn Good Guides currently offer 87 deep sea trips in Summerland Key, and the most popular trips in the area are Wreck Fishing Trip guided by Chuck, Key West Offshore Experience guided by Chris, and Offshore Marathon guided by Johnny.

Our guides in Summerland Key are rated a 4.94 out of 5 based on 7076 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 kid friendly deep sea guides / fishing lessons in Summerland Key? Check out our beginner and family friendly deep sea guides in Summerland Key.

What types of deep sea fishing charters are common in Summerland Key?

The most commonly sought after species for deep sea fishing are: 1. amberjack, 2. blackfin tuna, 3. blue marlin, 4. bonito, and 5. mahi mahi.

The most common fishing techniques in Summerland Key are artificial lure fishing, jigging, and sight casting but trolling is popular as well.

How much do Summerland Key deep sea fishing charters cost?

Prices for deep sea fishing in Summerland Key can range anywhere from about $1,200 to $3,735, but the average price for a half day trip for deep sea fishing in Summerland Key is $1,684. The average price for a full day trip for deep sea fishing in Summerland Key is $3,120.

Is booking a fishing guide worth the money?

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

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

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 deep sea fishing in Summerland Key?

The most popular season for deep sea fishing in Summerland Key is summer, and most anglers book their trips 31 days in advance.

Do I need a Summerland Key fishing license and what are the bag limits in Summerland Key?

See here for more information on fishing licenses in Summerland Key, bag limits for target species, and fishing season regulations in Summerland Key. When in doubt, your fishing guide will always know the right rules and regulations in Summerland Key.

Recent Reviews

  • ★★★★★
    Had an excellent trip. There was not a lot of boats getting fish, but the Captain and his Mate kept working at it, and we both had success. Very enjoyable trip!

    Allen R. | April 7, 2026

    Trip: Offshore, Reef & Wreck, And Sunset

  • ★★★★★
    Sam and crew were very professional and diligent in trying to locate fish. Unfortunately due to rough seas in the days immediately preceding our excursion the wish were not biting. We went back in via the reef and picked up six yellow tail (skipjack) which made for good eating (bang-bang style) that evening. Would charter with Mark and team again.

    Ben B. | March 26, 2026

    Trip: Key West Deep Sea Run - 40' Luhrs

  • ★★★★★
    Anthony was great! Very informative, super helpful. I would absolutely go with Anthony again & again! Thanks Anthony!

    Claren N. | March 23, 2026

    Trip: Marquesas Key Fishing Adventure

  • ★★★★★
    I would highly recommend Allen as a fishing guide! The communication from him is excellent. Allen is very knowledgeable when dealing with weather, fishing areas and just a good person to spend the day with! We had a blast!!

    Lisa D. | March 20, 2026

    Trip: Reef Fishing Little Torch Key

  • ★★★★★
    Great day with Captain Bill on the water! We did a half day trip with my family and had a blast. My girls didn’t want rough seas so Bill took us out in the bay and we caught our limit of snapper with a couple of bonus trout. The highlight was the shark that tried to eat our snapper boat side! I would highly recommend Captain Bill and we will be giving him a call our next trip back to the Keys!

    Brian B. | March 19, 2026

    Trip: Sportfishing Half Day

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How are fishing conditions in Summerland Key?

View Summerland Key Fishing Reports from our damn good guides.

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