Always Somethin' Charters – Vessel 2 

4.9/5 (23 reviews)
 
State licensed
 1801 North Roosevelt Boulevard, Key West, FL 33040, United States

Always Somethin' Charters – Vessel 2 

State licensed
Key West, FL, United States
18 ft
3
4.9/5 (23 reviews)

Booked with us before? You may qualify for a Loyalty Discount. Sign in to check.

Spend the day with Always Somethin' Charters and find out what the fishing in Key West is all about! With our captains at the helm, you're in knowledgeable and experienced hands.

Tarpon, Shark, Mangrove Snapper, Bonefish, Permit, Barracuda, Pompano, Jack Crevalle, and more could be biting, depending on the time of year. You'll target these fish by light tackle fishing, trolling, bottom fishing, or maybe something more specialized in this area.

Our captains are happy to have kids aboard, so the whole family can come and unplug for the day! The charter boat covers your fishing license, just show up ready for some fishing! You can't go wrong when you bring a hat, sunglasses, and sunblock. Drinks like water and Gatorade will be available for you.

Your day begins aboard an 18' Sterling saltwater fishing vessel with a capacity for 3 passengers. It has all the essentials no fishing machine can run without. Your captain will provide rods and reels, along with specialized lures. Some fish have special regulations, including when you can keep them. If you don't know what to expect, ask the captain.

Go ahead and treat yourself to a day on the water with Always Somethin' Charters.

Spend the day with Always Somethin' Charters and find out what the fishing in Key West is all about! With our captains at the helm, you're in knowledgeable and experienced hands.

Tarpon, Shark, Mangrove Snapper, Bonefish, Permit, Barracuda, Pompano, Jack Crevalle, and more could be biting, depending on the time of year. You'll target these fish by light tackle fishing, trolling, bottom fishing, or maybe something more specialized in this area.

Our captains are happy to have kids aboard, so the whole family can come and unplug for the day! The charter boat covers your fishing license, just show up ready for some fishing! You can't go wrong when you bring a hat, sunglasses, and sunblock. Drinks like water and Gatorade will be available for you.

Your day begins aboard an 18' Sterling saltwater fishing vessel with a capacity for 3 passengers. It has all the essentials no fishing machine can run without. Your captain will provide rods and reels, along with specialized lures. Some fish have special regulations, including when you can keep them. If you don't know what to expect, ask the captain.

Go ahead and treat yourself to a day on the water with Always Somethin' Charters.

Loading...

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour Trip (AM)
FREE Cancellation 3 days notice
3 hour trip starts at 7:30 AM
Loading...
Loading...
Loading...
US $389
Entire boat: 2 people
3 Hour Trip (Late AM)
FREE Cancellation 3 days notice
3 hour trip starts at 11:30 AM
Seasonal trip
Oct 1 - Jun 30
Loading...
Loading...
Loading...
US $389
Entire boat: 2 people
3 Hour Trip (PM)
FREE Cancellation 3 days notice
3 hour trip starts at 3:00 PM
Loading...
Loading...
Loading...
US $389
Entire boat: 2 people
4 Hour Trip (AM)
FREE Cancellation 3 days notice
4 hour trip starts at 7:30 AM
Loading...
Loading...
Loading...
US $549
Entire boat: 2 people
4 Hour Trip (Mid AM)
FREE Cancellation 3 days notice
4 hour trip starts at 9:30 AM
Seasonal trip
Oct 1 - Jun 30
Loading...
Loading...
Loading...
US $549
Entire boat: 2 people
6 Hour Trip (AM)
FREE Cancellation 3 days notice
6 hour trip starts at 7:30 AM
Loading...
Loading...
Loading...
US $849
Entire boat: 2 people
There are 13 people looking at this charter.

Customer reviews

Loading...

Rating

4.9
23 reviews
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (16)

All reviews (23)

Frequently mentioned
Loading...Loading...Loading...Loading...Loading...Loading...Loading...Loading...
Showing 15 of 23 reviews
Bradley Adams
Bradley Adams
us
Alabama, US
Member since 2026
5.0
Verified
Great Experience
3 Hour Trip (PM) on February 19, 20261 adult

Captain Chandler was great. Spent time figuring out my experience level, asked me why I wanted to catch and put a plan together to go get em. Caught a beautiful 40” barracuda that captain Chandler really helped me land in the boat with his direction and coaching. Overall, great experience and I would highly recommend.

Reported catch:
Great Barracuda
Mangrove Snapper
Response from Captain

Thank you! We appreciate that! It was awesome having you aboard and I’m thankful you enjoyed your time on the water, tight lines my friend, and we will see you on the next one 🤙🏼

Kristen Stone
Kristen Stone
Repeat angler
us
North Carolina, US
Member since 2018
2 trips
5.0
Verified
New
Fishing with Srbo
3 Hour Trip (AM) on June 27, 20263 adults

Lot’s of fun! Captain Chandler put us on the fish everywhere we stopped!

Response from Captain

Thanks so much! It was Great having you aboard and i’m so thankful you enjoyed your time on the water! Tight lines and we will catch you on the next one 🤙🏼

Judy Hambleton
Judy Hambleton
us
Virginia, US
Member since 2026
5.0
Verified
February fishing trip
3 Hour Trip (PM) on February 26, 20261 adult

it was such a beautiful view and Chandler was fabulous. He made sure I caught fish— barracuda and mangrove snapper:) He was such a great instructor and his knowledge of the ecosystem and the area was super interesting. absolutely great time w him!

Response from Captain

Awesome! so glad you enjoyed your time! It was a pleasure having you aboard and we appreciate the review. Tight lines and we will see you on the next one 🤙🏼

Kenneth Reeves
Kenneth Reeves
us
Tennessee, US
Member since 2026
5.0
Verified
Great Day on the Water
4 Hour Trip (Mid AM) on May 29, 20263 adults

Chandler was great! Super friendly and very helpful with the first-time fishers in our group. Put us on some barracuda, mangrove snapper, and black tip shark. Very experienced. Would be a great guide for any level of fisher.

Reported catch:
Great Barracuda
Mangrove Snapper
Jack Crevalle
Response from Captain

Thank you! It was awesome having you aboard and I’m thankful you enjoyed your time on the water, Tight lines and we will catch you on the next one 🤙🏼

Edward Baughman
Edward Baughman
us
Pennsylvania, US
Member since 2025
5.0
Verified
What a Great Day
3 Hour Trip (Late AM) on January 25, 20262 adults

We had a great day , the fish followed but didn't bite. Saw fish, sea turtle and sharks. The weather wasn't cooperating but every trick in the book was tried. Will book again next time in Key West.

Response from Captain

Thank you so much! It was a pleasure having you aboard and im thankful you enjoyed your day on the water! this weather is crazy right now! looking forward to make it up on the next one, Tight lines🤙🏼

FAQs about Always Somethin' Charters – Vessel 2

Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

The fish you can target

Loading
Loading

What is the boat like?

Boat image
Boat category
Skiffs and flats boats
Capacity
3 persons
Boat length
18 ft
Year built
2006
Restored in
2020
Boat manufacturer
Sterling
Boat type
Skiff
Engine model
Mercury
Powered by
1 x 60HP
Max cruising speed
30 knots
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

What’s biting in Key West right now

Loading

Compare similar fishing charters

Loading...
Loading...
Loading...