The 15 Best Fly Fishing Charters in Summerland Key

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Recently Booked Fly Fishing Charters In Summerland Key, Fl

Veteran Operated

Inshore, Nearshore, Flats Fishing Charter in Summerland Key

Summerland Key Flats Action

100% (8) Guided by Brandon

17 ft 1 - 3 People From $400

Inshore Fishing Charter in Summerland Key

Summerland Key Tarpon Fishing

100% (1) Guided by Bob

18 ft 1 - 2 People From $500

Inshore Fishing Charter in Summerland Key

Florida Keys Bonefish & Permit

100% (1) Guided by Bob

18 ft 1 - 2 People From $500

Veteran Operated

Inshore, Flats Fishing Charter near Summerland Key

Summerland Key Flats Fishing

100% (1) Guided by Ben

17 ft 1 - 2 People From $550

Deep Sea, Nearshore Fishing Charter near Summerland Key

Morning 1/2 Day Fishing Charter

88% (8) Guided by John

25 ft 1 - 4 People From $800

Inshore, Nearshore, Flats Fishing Charter near Summerland Key

Big Pine Fly Or Light Tackle - 25'

100% (1) Guided by Zach

25 ft 1 - 4 People From $850

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Top Types of Fly Fishing Trips in Summerland Key

Nearshore

Inshore

Half day trips (3-5 hours)

Full day trips (6+ hours)

Flats

Top Species for Fly Fishing in Summerland Key

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Jonathan and Attison | Co-founders | Austin, Texas

Target Species in Summerland Key

View Full Species Seasonality Chart »

Show 6 more species

Get it while it's HOT!
This species is in play.
You might get lucky (as long as things are in-season).
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More Fly Fishing Charters In Summerland Key, Fl

Damn Good

Inshore Fishing Charter near Summerland Key

Second Generation Bay Boat

100% (3) Guided by Rob

25 ft 1 - 6 People From $800

Deep Sea Fishing Charter near Summerland Key

Key West Offshore Experience

100% (2) Guided by Chris

42 ft 1 - 6 People From $1,200

Inshore, Flats Fishing Charter near Summerland Key

Lower Keys Flats Fishing

NEW Guided by Dale

17 ft 1 - 2 People From $600

Damn Good

Deep Sea Fishing Charter near Summerland Key

Florida Keys Destination Fishing

100% (1) Managed by Alex

28 ft 1 - 8 People From $1,000

Inshore, Flats Fishing Charter near Summerland Key

Big Pine Key Action

100% (1) Guided by Robert

18 ft 1 - 2 People From $500

Inshore, Flats Fishing Charter near Summerland Key

Key West On Light Tackle & Flies

100% (3) Guided by Jamie

17 ft 1 - 2 People From $600

Inshore, Nearshore, Flats Fishing Charter near Summerland Key

Big Pine Key Fly Or Light Tackle - Skiff

100% (1) Guided by Zach

18 ft 1 - 2 People From $750

Deep Sea, Nearshore Fishing Charter near Summerland Key

Full Day Private Fishing Charter

88% (8) Guided by John

25 ft 1 - 4 People From $1,200

Inshore, Flats Fishing Charter near Summerland Key

Keys Flats And Back Country Trip

100% (1) Guided by Sean

18 ft 1 - 2 People From $500

Inshore, Flats Fishing Charter near Summerland Key

Nighttime Tarpon Adventure

100% (1) Guided by Robert

18 ft 1 - 2 People From $600

Damn Good

Deep Sea, Nearshore Fishing Charter near Summerland Key

Dry Tortugas Fishing Trip

100% (3) Guided by Rob

36 ft 1 - 6 People From $2,800

Damn Good

Deep Sea, Nearshore Fishing Charter near Summerland Key

Key West Fishing Trip

100% (3) Guided by Rob

36 ft 1 - 6 People From $2,400

See All Fly Fishing Trips in Summerland Key

Need a Place to Stay?

Everything to Know About Booking a Summerland Key fly fishing charter

What are the best fly fishing charters in Summerland Key?

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

What types of fly fishing charters are common in Summerland Key?

How much do Summerland Key fly fishing charters cost?

Is booking a fishing guide worth the money?

What month is best for on a fly fishing charter in Summerland Key?

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

Recent Reviews

★★★★★
First off, there was some confusion with the first Capt. we were booked with and he didn’t have us on his schedule. I called the cust service line and Adam took great care of me. He showed genuine concern and was able to get us booked with Capt. Bob. 5 stars for Adam. We enjoyed our trip with Capt. Bob. He was knowledgeable and accommodating, got us into some fish, and coached us on casting. Great guy! I would recommend Capt. Bob for anyone interested in fly fishing the flats.
Joe M. | February 15, 2024

Trip: Florida Keys Bonefish & Permit
★★★★★
Brandon was fantastic. We went out on the coldest day of January, 2024 and we still caught fish. Brandon is extremely knowledgeable of the area and how to fish it, informative and extremely patient, especially with a beginning like me. I couldn’t have been happier the way the day turned out. I caught some beautiful Snapper for dinner and then some Barracuda and Sharks for sport. I highly recommend his services and he would be my first choice on a return trip to the Keys. Thank you, Mark Maynard
Mark M. | February 8, 2024

Trip: Summerland Key Flats Action
★★★★★
First off, there was some confusion with the first Capt. we were booked with and he didn’t have us on his schedule. I called the cust service line and Adam took great care of me. He showed genuine concern and was able to get us booked with Capt. Bob. 5 stars for Adam. We enjoyed our trip with Capt. Bob. He was knowledgeable and accommodating, got us into some fish, and coached us on casting. Great guy! I would recommend Capt. Bob for anyone interested in fly fishing the flats.
Joe M. | February 15, 2024

Trip: Florida Keys Bonefish & Permit
★★★★★
Brandon was fantastic. We went out on the coldest day of January, 2024 and we still caught fish. Brandon is extremely knowledgeable of the area and how to fish it, informative and extremely patient, especially with a beginning like me. I couldn’t have been happier the way the day turned out. I caught some beautiful Snapper for dinner and then some Barracuda and Sharks for sport. I highly recommend his services and he would be my first choice on a return trip to the Keys. Thank you, Mark Maynard
Mark M. | February 8, 2024

Trip: Summerland Key Flats Action
★★★★★
Ben was amazing!!! Put us on fish all day long with constant action with Tarpon, Bonefish, you name it, he knows where they are at!! Super patient and a lot of fun! I highly recommend Ben
Harold B. | April 27, 2025

Trip: Summerland Key Flats Fishing
★★★★★
Jamie was great! Despite very windy conditions, we saw a wide variety of fish. He was very patient with my wife and I and ensured we caught fidh!
William S. | April 20, 2025

Trip: Key West on Light Tackle & Flies
★★★★★
Very professional and knowledgeable!
Slate F. | March 26, 2025

Trip: Summerland Key Flats Action
★★★★★
We had a great time with mason-fun day on the water
Blaine W. | March 19, 2025

Trip: Dry Tortugas fishing Trip
★★★★★
Great trip with Zach. He really knows the waters around the Keys! We had a blast and would highly recommend!
Taylor T. | March 13, 2025

Trip: Big Pine Key Fly or Light Tackle - Skiff
★★★★★
Awesome and very knowledgeable guide. Highly recommended!
Matthew D. | March 7, 2025

Trip: Keys Flats and Back Country Trip
★★★★★
Great trip! The bite wasn’t great, but we were able to catch a few and got our targeted Mahi Mahi!
April C. | March 3, 2025

Trip: Key West Offshore Experience
★★★★★
Capt Jamie explained how, then coached me thru how to target Tarpon quite well. Followed by using his knowledge to get me on fish right away. Thank you for teaching this old dog new tricks!
Scott N. | October 3, 2024

Trip: Key West on Light Tackle & Flies
★★★★★
My families trip with Captain John was awesome. John is a humble, hardworking, easy going, chill, dude and fit right in with our families vibe. He was great with our 5 year old son and answered all of his many fishing questions. John made it clear that between the time of year and conditions that day we would have to really work at it to get anything. That’s exactly what we did and we ended up catching a good amount of fish. Most importantly our 5 year old son, who is obsessed with fishing, had the time of his life and caught fish he’s never seen before. 5 stars, highly recommend. If you have a small group this is the charter to go on!
Jacob D. | August 25, 2024

Trip: Full Day Private Fishing Charter
★★★★★
Our charter with Captain John was incredible! He was very professional but also personable! We enjoyed everything about the fishing trip! We had a beautiful day & caught several large dolphins! Will definitely rebook with Capt. John the next time we are in Key West!
Deanna H. | July 31, 2024

Trip: Morning 1/2 Day Fishing Charter
★★★★★
Capt John was top notch!! Our planned morning trip hit a snag due to bad weather…But John was honest and informative suggesting that we should hold off a few hours…so we did. Our afternoon ended up being an awesome fishing encounter. We would highly recommend…thank you Capt John!!!
Kelly L. | July 1, 2024

Trip: Morning 1/2 Day Fishing Charter
★★★★★
We had a great time on our first family fishing trip. We brought enthusiasm, and very little experience. John was a great teacher for all of us, and took us to several good spots in Lake Passage. We caught shark, black grouper and enough snapper to feast on for days. The fine folks at Hurricane Hole cooked it up for us and it was amazing!! We would definitely book another trip with John!!
Karl H. | June 23, 2024

Trip: Morning 1/2 Day Fishing Charter
★★★★★
Mason was phenomenal. Easy to talk to, engaging, great at teaching, and fun to be with… we got Mahi-Mahi and an exotic. We had a blast and will go fishing with Mason again soon!!!
Patrick C. | May 27, 2024

Trip: Dry Tortugas fishing Trip
★★★★★
Captain John was simply incredible! I have been fishing my entire life and know a great guide… Captain John is the real deal. He took the time to understand what we wanted to catch and then nailed it… put us on exactly what we wanted all day long. He was friendly, engaging and fun. We will be back to fish w Captain John again!!
Patrick C. | May 26, 2024

Trip: Morning 1/2 Day Fishing Charter
★★★★★
Second Generation fisherman Rob was absolutely the best. He knew where to go close to the Harbor to put us on the fish. Highly recommended.
Robert H. | May 21, 2024

Trip: Second Generation Bay Boat
★★★★★
We had a fantastic trip with Robert, he got us into plenty of action including an 80lb Tarpon with a couple other hook ups. We then poled an area and caught some juvenile Tarpon that was a blast. And last but not least, Robert put us on some screaming bonefish, my buddy and I each landed a pair of bones. Thanks for an Awesome trip Robert. Tight lines👍
Thomas M. | May 3, 2024

Trip: Big Pine Key Action
★★★★★
Excellent service! Will definitely use again. Very knowledgeable about the area and put us in the fish. Loved every minute of it and highly recommended to anyone who wants to go fishing!
Jonathan L. | March 21, 2024

Trip: Summerland Key Flats Action
★★★★★
Had a great day fishing with Captain Brandon. We caught a lot of fish, including barracuda, snapper, nurse and lemon shark. Brandon kept moving around to ensure that we stayed on the fish. We've fished with a number of guides over the years and Brandon was one of the best!
Michael B. | February 16, 2024

Trip: Summerland Key Flats Action
★★★★★
First off, there was some confusion with the first Capt. we were booked with and he didn’t have us on his schedule. I called the cust service line and Adam took great care of me. He showed genuine concern and was able to get us booked with Capt. Bob. 5 stars for Adam. We enjoyed our trip with Capt. Bob. He was knowledgeable and accommodating, got us into some fish, and coached us on casting. Great guy! I would recommend Capt. Bob for anyone interested in fly fishing the flats.
Joe M. | February 15, 2024

Trip: Florida Keys Bonefish & Permit
★★★★★
Brandon was fantastic. We went out on the coldest day of January, 2024 and we still caught fish. Brandon is extremely knowledgeable of the area and how to fish it, informative and extremely patient, especially with a beginning like me. I couldn’t have been happier the way the day turned out. I caught some beautiful Snapper for dinner and then some Barracuda and Sharks for sport. I highly recommend his services and he would be my first choice on a return trip to the Keys. Thank you, Mark Maynard
Mark M. | February 8, 2024

Trip: Summerland Key Flats Action
★★★★★
Ben was amazing!!! Put us on fish all day long with constant action with Tarpon, Bonefish, you name it, he knows where they are at!! Super patient and a lot of fun! I highly recommend Ben
Harold B. | April 27, 2025

Trip: Summerland Key Flats Fishing
★★★★★
Jamie was great! Despite very windy conditions, we saw a wide variety of fish. He was very patient with my wife and I and ensured we caught fidh!
William S. | April 20, 2025

Trip: Key West on Light Tackle & Flies
★★★★★
Ben was amazing!!! Put us on fish all day long with constant action with Tarpon, Bonefish, you name it, he knows where they are at!! Super patient and a lot of fun! I highly recommend Ben
Harold B. | April 27, 2025

Trip: Summerland Key Flats Fishing
★★★★★
Jamie was great! Despite very windy conditions, we saw a wide variety of fish. He was very patient with my wife and I and ensured we caught fidh!
William S. | April 20, 2025

Trip: Key West on Light Tackle & Flies

Other Fishing Techniques in Summerland Key

Artificial Lure Fishing
Bottom Fishing
Cut Bait Fishing
Drift Fishing
Heavy Tackle Fishing
Jigging
Kite Fishing
Light Tackle Fishing
Live Bait Fishing
Topwater Fishing
Trolling

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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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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:

Damn Good Fly Fishing Charters In Summerland Key

Recently Booked Fly Fishing Charters In Summerland Key, Fl

Summerland Key Flats Action

Summerland Key Tarpon Fishing

Florida Keys Bonefish & Permit

Summerland Key Flats Fishing

Morning 1/2 Day Fishing Charter

Big Pine Fly Or Light Tackle - 25'

Top Types of Fly Fishing Trips in Summerland Key

Top Species for Fly Fishing in Summerland Key

Target Species in Summerland Key

More Fly Fishing Charters In Summerland Key, Fl

Second Generation Bay Boat

Key West Offshore Experience

Lower Keys Flats Fishing

Florida Keys Destination Fishing

Big Pine Key Action

Key West On Light Tackle & Flies

Big Pine Key Fly Or Light Tackle - Skiff

Full Day Private Fishing Charter

Keys Flats And Back Country Trip

Nighttime Tarpon Adventure

Dry Tortugas Fishing Trip

Key West Fishing Trip

Need a Place to Stay?

Everything to Know About Booking a Summerland Key fly fishing charter

What are the best fly fishing charters in Summerland Key?

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

What types of fly fishing charters are common in Summerland Key?

How much do Summerland Key fly fishing charters cost?

Is booking a fishing guide worth the money?

What month is best for on a fly fishing charter in Summerland Key?

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

Recent Reviews

Other Fishing Techniques in Summerland Key

Other Featured Cities

How are fishing conditions in Summerland Key?

Didn't Find What You Were Looking For?

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