Island Hopping Day Tripping

100% (33) Clearwater, FL 1 - 12 People 4 Hours From $800 Trip #7835
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin

About Your Trip

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Hop aboard this luxury center console and get ready to live "like a local for the day", Island Hopping and cruising the crystal clear waters of Clearwater and surrounding area's. Pack your cooler, grab your friends and lets party on the water. Full bathroom and fresh water - Shower on the boat, turn up your favorite tunes and get the party started.

About Your Trip

Hop aboard this luxury center console and get ready to live "like a local for the day", Island Hopping and cruising the crystal clear waters of Clearwater and surrounding area's. Pack your cooler, grab your friends and lets party on the water. Full bathroom and fresh water - Shower on the boat, turn up your favorite tunes and get the party started.
Amenities

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Federal Permit

This boat is federally permitted to go deep offshore.

Kid Friendly

This trip can cater to small children.

Disability Friendly

This trip can accommodate those with disabilities.

Flexible Cancelation

This trip can be canceled up to 7 days before the trip.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

4 hours
1 Person
$800.00
2 People
$800.00
3 People
$800.00
4 People
$800.00
5 People
$800.00
6 People
$800.00
7 People (two boats)
$1,600.00
8 People (two boats)
$1,600.00
9 People (two boats)
$1,600.00
10 People (two boats)
$1,600.00
11 People (two boats)
$1,600.00
12 People (two boats)
$1,600.00
Pay $397 as a deposit today, with the balance due on the day of the trip.
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About Your Guide

Profile photo of Captain Experiences guide Tommy

Tommy L.

Independent Guide
US Veteran Veteran
Talkative
Laid-back
Beginner Oriented
Instructional
Adventurous
Quantity
I am a Florida Native, born and raised on the sugar-sand beaches of Pinellas County, FL "The Grouper Capital of the World"

I have been fishing in the Gulf of Mexico my entire life, starting out at 18 as a commercial fisherman. I have fished my way up the ranks on the West Coast of Florida to be considered 'one of the best on the West'. I am the creator of the "Original Extreme Offshore...

About Your Guide

Profile photo of Captain Experiences guide Tommy

Tommy L.

Independent Guide
I am a Florida Native, born and raised on the sugar-sand beaches of Pinellas County, FL "The Grouper Capital of the World"

I have been fishing in the Gulf of Mexico my entire life, starting out at 18 as a commercial fisherman. I have fished my way up the ranks on the West Coast of Florida to be considered 'one of the best on the West'. I am the creator of the "Original Extreme Offshore Trip, taking anglers to the historic Middle Grounds for a trip of a lifetime. If you are looking to fill the box and make catches of a lifetime I am your guide. I also love to turn trips into family trips and take first time anglers or families offshore for full or half day charters as well. I think everyone should get the chance to live in my World and fish in the Gulf with me and my crew. Tight Lines, Capt. Tommy
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
650 lbs. Blue Marlin
If you were cooking for all your friends what would you cook?
Blacked Grouper

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
650 lbs. Blue Marlin
If you were cooking for all your friends what would you cook?
Blacked Grouper
What’s your favorite band?
Country Music
What’s your favorite movie?
Jaws
What’s your favorite sports team?
Alabama Roll Tide
What’s your drink of choice?
Iced Tea
What was your last halloween costume?
Joe Dirt
What do you want for Christmas this year?
More Fishing Tackle
How did you get started guiding?
Started at 18 as a commercial fisherman
What makes you different from other guides?
I catch more fish and bigger fish than anyone on this West Coast
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Start Location & Lodging Options

Clearwater, Florida

About Your Boat

Boat photo for Island Hopping Day Tripping
Boat Type
Center Console
Boat Manufacturer
Sea Vee
Year Built
2020
Boat Length
34'

About Your Boat

Boat Type
Center Console
Boat Manufacturer
Sea Vee
Year Built
2020
Boat Length
34'
Boat Restroom
Yes
Engine Manufacturer
Mercury
Total Horsepower
900
Number of Engines
3
Additional Amenities
Full Bathroom, Fresh Water Shower, Blue Tooth Speakers, Coolers, Live Well,
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Trip Details & Amenities

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Weather

You won't lose your deposit if the trip is canceled due to weather.

Federal Permit

This boat is federally permitted to go deep offshore.

Kid Friendly

This trip can cater to small children.

Disability Friendly

This trip can accommodate those with disabilities.

Flexible Cancelation

This trip can be canceled up to 7 days before the trip.

Lunch

Please provide your own food / snacks.

Everything Else to Know

You will be responsible for your own gear. Tommy will be in touch to discuss details before the trip.
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancel for free up to 7 days before the trip and receive credit back to your account. Cancelling within 7 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.
In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

Reviews

5.0
based on 15 reviews

Ronnie

Verified Review

September 27

We had a great time 12 hour trip Captain Tommy was great very knowledgeable .Alex (sweetie) lol inside joke he did a great job keeping our rods baited and taking off the fish over all could not have asked for for anymore!

Ronnie

Verified Review

September 27

We had a great time 12 hour trip Captain Tommy was great very knowledgeable .Alex (sweetie) lol inside joke he did a great job keeping our rods baited and taking off the fish over all could not have asked for for anymore!
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Trip: "Offshore Extreme" Middle Grounds

Stephen

Verified Review

September 20

Awesome is an understatement!!! As a Florida born, Clearwater native, salt water addict, life long fisherman, I can’t say enough about this trip. I’ve always owned boats and I’ve never taken a guided trip, as a native it feels like blasphemy. Captain Tommy is a blast to be around, a wealth of knowledge, and as passionate about fishing as anyone I’ve ever met. He’s driven by his desire to deliver results and be successful as...

Stephen

Verified Review

September 20

Awesome is an understatement!!! As a Florida born, Clearwater native, salt water addict, life long fisherman, I can’t say enough about this trip. I’ve always owned boats and I’ve never taken a guided trip, as a native it feels like blasphemy. Captain Tommy is a blast to be around, a wealth of knowledge, and as passionate about fishing as anyone I’ve ever met. He’s driven by his desire to deliver results and be successful as a fisherman, it shows in every aspect of his service. He was as excited to put people on fish, as I think he might be to catch them for himself and that speaks volumes. He shares a lifetime of commitment to his passion, and everyone who’s fishing with Captain Tommy benefits. We caught stud fish all day! Don’t take my word for it. Pay the man and go fishing. Five stars isn’t enough.
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Trip: 8 Hour Offshore Epic Fishing

Niaya

Verified Review

July 10

My guys had a great time with Captain Tommy! We had a rocky morning but Captain Tommy made sure to make this a great charter trip nonetheless. Weather was great, the fish were biting, and we got some great memories carved in! 10/10 recommend Captain Experiences and 10/10 from our Captain Tommy, everyone was helpful and great!

Niaya

Verified Review

July 10

My guys had a great time with Captain Tommy! We had a rocky morning but Captain Tommy made sure to make this a great charter trip nonetheless. Weather was great, the fish were biting, and we got some great memories carved in! 10/10 recommend Captain Experiences and 10/10 from our Captain Tommy, everyone was helpful and great!
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Trip: Offshore Experience

George

Verified Review

July 6

If you are looking for a full ice box of fish and a great day on the water Captain Tommy is the best of the best. We caught just everything the gulf has to offer, Gag Grouper, Red Grouper, Red Snapper, Mango Snapper, Lane snapper, Porgy, and Mahi. He has a beautiful boat and great tackle, stop scrolling and go book him, you won’t be disappointed.

George

Verified Review

July 6

If you are looking for a full ice box of fish and a great day on the water Captain Tommy is the best of the best. We caught just everything the gulf has to offer, Gag Grouper, Red Grouper, Red Snapper, Mango Snapper, Lane snapper, Porgy, and Mahi. He has a beautiful boat and great tackle, stop scrolling and go book him, you won’t be disappointed.
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Trip: "Offshore Extreme" Middle Grounds

Tonya

Verified Review

March 22

We had an absolute blast!! I will say this, if you like to chill and just drink your beer, this might not be your charter. We caught so many fish we could hardly drink our beer! LOL! Honestly it was the best! We were a group of 4 adults and a 10 yr old. Of course, the kid caught a keeper Hogfish! The prized fish of the day....

Tonya

Verified Review

March 22

We had an absolute blast!! I will say this, if you like to chill and just drink your beer, this might not be your charter. We caught so many fish we could hardly drink our beer! LOL! Honestly it was the best! We were a group of 4 adults and a 10 yr old. Of course, the kid caught a keeper Hogfish! The prized fish of the day. Thank you so much Tommy and Kevin. We will be back.
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Trip: Offshore Experience

Shelley

Verified Review

March 23

We had a better experience than expected and caught way more fish than I thought as well.

Shelley

Verified Review

March 23

We had a better experience than expected and caught way more fish than I thought as well.
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Trip: Offshore Experience

Reg

Verified Review

March 20

So to put it simply Misty saved the day! We almost didn't make it because of a flat tire. Misty wouldn't think of us missing a day fishing. She picked us up, brought us to her boat with her Captain Alex. Who was incredible with my father. An older man who he treated with great respect and made sure that this was the fishing trip on a lifetime. He was knowledgeable funny and gracious. We...

Reg

Verified Review

March 20

So to put it simply Misty saved the day! We almost didn't make it because of a flat tire. Misty wouldn't think of us missing a day fishing. She picked us up, brought us to her boat with her Captain Alex. Who was incredible with my father. An older man who he treated with great respect and made sure that this was the fishing trip on a lifetime. He was knowledgeable funny and gracious. We actually got tired from catching so many fish. Did I mention their boat? There are 34" SeaVee gave me boat envy. I can't say enough about these two people who went above and beyond to make sure that we had a fantastic day. At the end of the day, Misty took us back to her car, which by now it was fixed. Because of this wonderful person we didn't miss a thing. Thank you.!
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Trip: Offshore Experience

Response from Tommy:
I loved meeting you guys, my pleasure picking yall up, we will do what it takes to make sure you get on the water and have a blast catching. Hope to see you on the water again soon, Tight Lines, Misty and Capt. Alex

Response from Tommy:

I loved meeting you guys, my pleasure picking yall up, we will do what it takes to make sure you get on the water and have a blast catching. Hope to see you on the water again soon, Tight Lines, Misty and Capt. Alex
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Edward

Verified Review

July 13

Tommy and Alex were fantastic! Very laid back yet professional the entire trip. They put us on some nice American Reds and a few nice grouper, as well as, a ton of shorties that had to be thrown back. We could have had a lot more if those dang sharks were not everywhere, but we still filled the box. AND to end the day, we caught a diamondback rattler crossing the...

Edward

Verified Review

July 13

Tommy and Alex were fantastic! Very laid back yet professional the entire trip. They put us on some nice American Reds and a few nice grouper, as well as, a ton of shorties that had to be thrown back. We could have had a lot more if those dang sharks were not everywhere, but we still filled the box. AND to end the day, we caught a diamondback rattler crossing the inlet. It was some kind of crazy and I am sure we will have a lasting memory for the rest of our lives…

Thanks Tommy & Alex, we had a fantastic time and I look forward to hopefully booking again with you real soon!
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Trip: 8 Hour Offshore Epic Fishing

Andrew

Verified Review

July 12

We made a full 8 hr trip with Capt. Tommy and his mate Alex. Fishing started out hot but slowed down later in the day, but fishing on a full moon is never ideal. The boat was great, lots of room for the 6 of us to relax and fish comfortably. Tommy and Alex were very entertaining and were great with the 3 first time fishermen we had in our party. ...

Andrew

Verified Review

July 12

We made a full 8 hr trip with Capt. Tommy and his mate Alex. Fishing started out hot but slowed down later in the day, but fishing on a full moon is never ideal. The boat was great, lots of room for the 6 of us to relax and fish comfortably. Tommy and Alex were very entertaining and were great with the 3 first time fishermen we had in our party. I highly recommend fishing with Capt. Tommy, we certainly will!
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Trip: 8 Hour Offshore Epic Fishing

Angel

Verified Review

July 5

Amazing day with the family, including young kids. Great service and friendly attitude

Angel

Verified Review

July 5

Amazing day with the family, including young kids. Great service and friendly attitude
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Trip: Offshore Experience

Gerardo

Verified Review

April 13

Had a great time Captain Tommy was able to put us on some beautiful fish will definitely go with him again!

Gerardo

Verified Review

April 13

Had a great time Captain Tommy was able to put us on some beautiful fish will definitely go with him again!
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Trip: 8 Hour Offshore Epic Fishing

Jason

Verified Review

April 4

Tommy is fantastic. He treats everyone on his boat like family. Plenty of laughs and fish to go around. His boat is awesome. 42' Invincible. Fast, smooth and dry. Perfection.

Jason

Verified Review

April 4

Tommy is fantastic. He treats everyone on his boat like family. Plenty of laughs and fish to go around. His boat is awesome. 42' Invincible. Fast, smooth and dry. Perfection.
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Trip: Offshore Experience

Rick

Verified Review

March 22

We had the the best time as a family and he made it tremendous. Rick

Rick

Verified Review

March 22

We had the the best time as a family and he made it tremendous. Rick
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Trip: Offshore Experience

Zachery

Verified Review

July 13

If you want to catch fish, better call and get on board. Hardest working captain I’ve ever seen in my 20 years of offshore fishing. Not only did we limit out in multiple species captain Tommy gave us a great experience and let us do what we wanted to. captain Tommy has the go to spots for big snapper,grouper, and sport fish as well.

Zachery

Verified Review

July 13

If you want to catch fish, better call and get on board. Hardest working captain I’ve ever seen in my 20 years of offshore fishing. Not only did we limit out in multiple species captain Tommy gave us a great experience and let us do what we wanted to. captain Tommy has the go to spots for big snapper,grouper, and sport fish as well.
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Trip: 8 Hour Offshore Epic Fishing

Jacob

Verified Review

July 11

Our captain was very intune with our group. He worked very hard to make it a successful trip

Jacob

Verified Review

July 11

Our captain was very intune with our group. He worked very hard to make it a successful trip
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Trip: "The Original" Night Predator Trip

Response from Tommy:
We had a blast taking you and the crew fishing, Tommy said this group was a hoot, most fun group 5 stars. We hope to see you again on the water. Tight Lines, UFA

Response from Tommy:

We had a blast taking you and the crew fishing, Tommy said this group was a hoot, most fun group 5 stars. We hope to see you again on the water. Tight Lines, UFA
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First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.
We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.
Once you've paid your deposit at checkout, we'll send you a QR Code boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.
Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.
After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.
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