Premium Key West Party Head Boat Fishing Experience (Max 14 Guests)

115 Reviews |
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Badge of Excellence |
Key West, USA

Loading Options

4 Hours (approx.)
Likely To Sell Out
Mobile Ticket

Keeping you safe during COVID-19
What you can expect during your visit
Gear/equipment sanitized between uses
Hand sanitizer available to travelers and staff
Regular temperature checks for staff
Regularly sanitized high-traffic areas
Social distancing enforced throughout the experience


Economical, safe Key West fishing fun. Great inshore fishing with only 9 other guests onboard on our Premium Key West Party Head Boat Fishing Experience.


  • Premium Key West Party Head Boat fishing for less than half the price of a split charter.
  • Exciting socially-distanced fishing with a 14-passenger maximum.
  • Highly experienced captain and crew who love sharing Key West history and fishing fun.
  • Quality fishing equipment, bait, tackle, ice, and license included free.
  • Authorized reseller of™ Charters.



What's Included

What To Bring

Additional Info

Frequently Asked QuestionsFAQ



Average 4.78 out of 5 stars based on 115 verified reviews from Cool Destinations and TripAdvisor

5 stars
4 stars
3 stars
2 stars
1 star
Extremely nice trip, excellent choice
Ira M, Sep 2022 Verified
I booked my fishing trip very early, just off the description and reviews. We showed up at the dock early to find our boat and be checked in. We met captain Tosh, it turns out only another couple were going out fishing with us. Tosh said usually she needs 6 people to make a trip. But she said the boat is ready to go and off we went. The Stella Blue our fishing vessel, is nothing special to look at, but sea worthy and safe. Captain Tosh is extremely professional. Knowledgeable in Key West information and definitely knows where the fish are. Our try at fishing, we are not fishermen, didn’t seem like we would be getting a lot of fish. But with advice and encouragement from captain Tosh, we started to reel them in. Tosh believes in everyone sharing in our catches, so everyone gets fresh fish to take home. Well when all was done we caught 33 fish to keep, and even more when you consider we had to throw back at least another 10 that were to small Captain Tosh cleaned the fish for us and put it on ice. It was delicious. Be sure to see all the wild fish, tarpon, sharks, some smaller fish, that eats the scraps from her when cleaning our catch. I will definitely fish with her again on our next Key West vacation
Stella Blue
David P, Sep 2022 Verified
Nice day on the water with Capt. Tash. Picked away at the snappers all day.
Captain Tash is amazing
Rebecca H, Aug 2022 Verified
On a beautiful day offering limited current, Capt. Tash absolutely slayed it! We had the ideal situation with just my husband and I in addition to a really friendly family of four. We were able to mix bottom fishing and open lining on light tackle. Tash was incredibly knowledgeable of fishing and the keys in general. Once back at the dock she gave us a great recommendation to get our catch cooked up for lunch. Highly recommended small head boat.
Wonderful day at sea!!
Dorjeanne B, Aug 2022 Verified
Our guide, Tasha, was great! She kept the hooks baited for our little ones & pulled fish off for all of us. When the fish stopped biting she moved to another spot. My kids range from 16-8 and she was able to relate to all of them. She let the kids feed the Tarpon at the dock while she fillet our fish. Would definitely recommend Tasha!
Part Head boat experience
John P, Aug 2022 Verified
Great experience for our purposes. We took our 3 boys who had never fished in the ocean before. Ended up being our family and another father and son and the smaller group was a major plus. Captain Tash was great with our kids. Everyone caught fish (mostly snapper and yellowtail but there were a few grouper too small to keep and 1 small shark ) and ended up with enough for dinner. Would go again.
Best boat for fishing
Matt W, Jul 2022 Verified
This was a great trip she kept us on fish the entire time
Key west party fishing
David S, Jul 2022 Verified
Our capt was incredible!!! She made trip awesome!!!
Awesome fishing trip on the Stella blue
Constance Z, Jul 2022 Verified
Tasha was awesome We will use her again
Awesome guides and lots of fish!
Lori B, Jul 2022 Verified
The guides were great! They put us right on the fish and everyone was catching. They taught my son to straight line fish and he caught a lot of yellow tail. I would highly recommend them!
Awesome time on the Key West Party Head fishing boat.
Diane R, Jul 2022 Verified
We did a half day experience. The captain and her mate had us all set up and took us to a couple different fishing spots and we all had good luck! I caught a couple yellow fin tuna which the captain cleaned and filet. It was an intimate group of 10 people good time!

Still have questions?

We’re here to help. Call Us, Text Us, or Live Chat to speak with a Cool Key West specialist!
Product code: C-191344

Similar Tours & Activities

Private Half-Day Key West Boat Trip

 4 hours  Instant Confirmation

Key West Light Tackle Fishing Charter

 4, 6 or 8 Hours  Instant Confirmation
Best Rate

Key West Flats Fishing Charter

 4, 6 or 8 Hours  Instant Confirmation
Best Rate

Customers Who Bought This Tour Also Bought

Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

Private Key West Deep Sea Fishing Charter

 4, 6 or 8 Hours

Key West Party Boat Fishing Charter

 6 Hours (approx.)  Instant Confirmation
Best Rate

Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

Key West Original Island Jet Ski Tour

 90 Minutes  Instant Confirmation