Double Header Sportfishing – 37' 

4.9/5 (109 reviews)
 6720 Smith Bay Road, Red Hook, 00802, U.S. Virgin Islands
4.9/5 (109 reviews)
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6720 Smith Bay Road
Red Hook, U.S. Virgin Islands

There’s a fish with your name on it and Double Header Sportfishing will help you catch it! With their captains at the helm, you’ll benefit from years of knowledge and experience.

The charter offers both inshore and offshore trips (weather and seas permitting). Inshore species include Kingfish Mackerel, Rainbow Runner, Shark, Barracuda, Yellowtail Snapper, Tarpon, etc. Offshore species include Dolphin fish (Mahi), Wahoo, Tuna, Marlin, and Sailfish (in season). On these trips, it’s common to live bait, troll, or bottom fish using light or heavy tackle.

Families who love fishing together will be glad to know that kids are welcome aboard five years and older! Snacks are never a bad idea so that nobody gets grumpy on an empty belly!

You’ll be casting lines from a 37’ Calypso center console T-top that holds up to 6 passengers. It has outriggers, downriggers, and all the essentials. There’s a head, on board for your convenience. Double Header has rods and reels for you, along with lures. Live bait is included.

Make sure to bring a camera, sunglasses, and sunblock (non-spray). There will be water, beer, and soda on board, if brand specific you are welcome to bring your own but we try to avoid glass on the boat.

Now and then the fish might get away, but a day on the water never should. Time to make it happen, with Double Header Sportfishing!

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Customer reviews

Rating summary

4.9/5
out of 5 stars from 109 reviews
Boat
4.9/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (140)

Great time!
Great time!
Great catch!
+137

Angler rating

105
3
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

88%

Friendly captain

98%

Satisfied with the boat

98%

Recommend this charter

98%

Caught fish

100%

Showing 1 - 5 of 109 reviews
Showing: 5 of 109 reviews
Derek C.
Derek C.
5.0/5

Jun 17, 2025

Half Day Trip (PM)

Great trip for some first timers!

VERIFIED

Captain Tyler was very patient and very knowledgeable about the local reefs and best places to catch fish. He was so good that on his “demonstration cast” he hooked up immediately and my son reeled in his first ever shark! We had three other sharks to follow that and an over four foot barracuda! It was truly the trip of a lifetime! We had several yellow tail and some snapper immediately after that. Trying to find some calmer waters for us Ohioans we ended up hooking up to another barracuda and several needle fish which were very cool to see! Capt. Tyler worked very hard for us and kept us on the fish. I would definitely recommend going with him and we’ll try to go again sometime

Captain Tyler was very patient and very knowledgeable about the local reefs and best places to catch fish. He was so good that...  

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Captain replied
 Derek C. recommends Double Header Sportfishing – 37'
 Derek C. recommends Double Header Sportfishing – 37'
undefined (The Captain)
Replied on June 18, 2025
Thank you for fishing with us. We look forward to your next adventure!

Chris S.
Chris S.
5.0/5

May 15, 2025

3/4 Day Trip (PM)

Mahi Mahi

VERIFIED

We booked a 6 hour fishing charter with them. Our captain Nathan was one of a kind. He gave us a rundown before we started the trip. I am very experienced with deep sea fishing having maybe 15 charters under my belt, whereas it was my newly wed wife's first trip out on the water. We first went near a marina and he tossed a net catching a ton of chum fish. Then we headed out on the water. Overall caught 17 Mahi that we kept, countless others thrown back. Also a few jacks and barracuda. He was a perfect captain for both experienced and inexperienced fishmen/women. There were plenty of drinks/water/soda/beer. He helped us get plenty of photos and even was able to help mounting one of the Mahi. He was excellent filleting the fish as well. 10/10, one of the best charters I've ever been on.

We booked a 6 hour fishing charter with them. Our captain Nathan was one of a kind. He gave us a rundown before we started the...  

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 Chris S. recommends Double Header Sportfishing – 37'
 Chris S. recommends Double Header Sportfishing – 37'

Benjamin C.
Benjamin C.
5.0/5

Apr 10, 2025

Full Day Trip

All day deep sea fishing trip

VERIFIED

My wife and I booked an all day trip while on a week long vacation. Double header was very responsive to messages confirming the booking and where to go day of. Upon arrival we met Nathan, who was extremely friendly immediately welcoming us to the island and asked what we wanted to target and immediately was able to give us a layout of what we could expect throughout the day. Within 30 minutes of hitting our fishing area we already had one of the target fish (mahi mahi) on board. We had an amazing day and would definitely recommend this to anyone wanting a great day of fishing.

My wife and I booked an all day trip while on a week long vacation. Double header was very responsive to messages confirming the...  

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 Benjamin C. recommends Double Header Sportfishing – 37'
 Benjamin C. recommends Double Header Sportfishing – 37'

Tyler B.
Tyler B.
5.0/5

Mar 12, 2025

Half Day Trip (AM)

Fishing with Double Header

VERIFIED

Matt did a great job getting us on the fish within seconds of our first spot. In total, we caught nearly 40 fish of a variety of species. Matt was patient and helped get some of the first-timers in our group comfortable with the process. He cleaned our keepers and pointed us in the right direction where we had our catch cooked for lunch. Would highly recommend Double Header and Matt!

Matt did a great job getting us on the fish within seconds of our first spot. In total, we caught nearly 40 fish of a variety...  

Review media 0
Review media 1
 Tyler B. recommends Double Header Sportfishing – 37'
 Tyler B. recommends Double Header Sportfishing – 37'

Angie M.
Angie M.
5.0/5

Mar 15, 2025

Half Day Trip (AM)

Unforgettable day of fishing

VERIFIED

Twenty minutes out- we didnt stop catching nice tuna and miscellaneous fish for more than five minutes. Every stop, fish in droves and calm seas. Captain was intelligent, tolerant of our varying degrees of technique knowledge and wonderful tonspend half the day with. We will be back amd highly recommend CaptainTyler.

Twenty minutes out- we didnt stop catching nice tuna and miscellaneous fish for more than five minutes. Every stop, fish in droves...  

Review media 0
Review media 1
 Angie M. recommends Double Header Sportfishing – 37'
 Angie M. recommends Double Header Sportfishing – 37'

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
Half Day Trip (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:30 AM
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US $750 
Entire boat: up to 6 people
Half Day Trip (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 2:00 PM
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US $750 
Entire boat: up to 6 people
3/4 Day Trip (AM)
FREE Cancellation 3 days notice
6 Hour Trip, starts at 7:00 AM
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US $1,050 
Entire boat: up to 6 people
3/4 Day Trip (PM)
FREE Cancellation 3 days notice
6 Hour Trip, starts at 1:00 PM
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US $1,050 
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
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US $1,300 
Entire boat: up to 6 people
Extended Day Trip – Marlin
FREE Cancellation 3 days notice
10 Hour Trip, starts at 8:00 AM
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US $1,600 
Entire boat: up to 6 people
There are 10 people looking at this charter.

Customer reviews

Rating summary

4.9/5
out of 5 stars from 109 reviews
Boat
4.9/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (140)

Great time!
Great time!
Great catch!
+137

Angler rating

105
3
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

88%

Friendly captain

98%

Satisfied with the boat

98%

Recommend this charter

98%

Caught fish

100%

Showing 1 - 5 of 109 reviews
Showing: 5 of 109 reviews
Derek C.
Derek C.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great trip for some first timers!

VERIFIED

Half Day Trip (PM) on June 17, 2025

Captain Tyler was very patient and very knowledgeable about the local reefs and best places to catch fish. He was so good that on his “demonstration cast” he hooked up immediately and my son reeled in his first ever shark! We had three other sharks to follow that and an over four foot barracuda! It was truly the trip of a lifetime! We had several yellow tail and some snapper immediately after that. Trying to find some calmer waters for us Ohioans we ended up hooking up to another barracuda and several needle fish which were very cool to see! Capt. Tyler worked very hard for us and kept us on the fish. I would definitely recommend going with him and we’ll try to go again sometime

Captain Tyler was very patient and very knowledgeable about the local reefs and best places to catch fish. He was so good that on his “demonstration cast” he hooked up immediately and my son reeled in his first ever shark! We had three other sharks to follow that and an over four foot barracuda! It was truly the trip of a lifetime! We had several yellow tail and some snapper immediately after that. Trying to find some calmer waters for us Ohioans we ended up hooking up to another barracuda and...  

Review media 0
Review media 1
Review media 2
 Derek C. recommends Double Header Sportfishing – 37'
undefined (The Captain)
Replied on June 18, 2025
Thank you for fishing with us. We look forward to your next adventure!

Chris S.
Chris S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Mahi Mahi

VERIFIED

3/4 Day Trip (PM) on May 15, 2025

We booked a 6 hour fishing charter with them. Our captain Nathan was one of a kind. He gave us a rundown before we started the trip. I am very experienced with deep sea fishing having maybe 15 charters under my belt, whereas it was my newly wed wife's first trip out on the water. We first went near a marina and he tossed a net catching a ton of chum fish. Then we headed out on the water. Overall caught 17 Mahi that we kept, countless others thrown back. Also a few jacks and barracuda. He was a perfect captain for both experienced and inexperienced fishmen/women. There were plenty of drinks/water/soda/beer. He helped us get plenty of photos and even was able to help mounting one of the Mahi. He was excellent filleting the fish as well. 10/10, one of the best charters I've ever been on.

We booked a 6 hour fishing charter with them. Our captain Nathan was one of a kind. He gave us a rundown before we started the trip. I am very experienced with deep sea fishing having maybe 15 charters under my belt, whereas it was my newly wed wife's first trip out on the water. We first went near a marina and he tossed a net catching a ton of chum fish. Then we headed out on the water. Overall caught 17 Mahi that we kept, countless others thrown back. Also a few jacks and barracuda. He was...  

Review media 0
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Review media 8
 Chris S. recommends Double Header Sportfishing – 37'

Benjamin C.
Benjamin C.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

All day deep sea fishing trip

VERIFIED

Full Day Trip on April 10, 2025

My wife and I booked an all day trip while on a week long vacation. Double header was very responsive to messages confirming the booking and where to go day of. Upon arrival we met Nathan, who was extremely friendly immediately welcoming us to the island and asked what we wanted to target and immediately was able to give us a layout of what we could expect throughout the day. Within 30 minutes of hitting our fishing area we already had one of the target fish (mahi mahi) on board. We had an amazing day and would definitely recommend this to anyone wanting a great day of fishing.

My wife and I booked an all day trip while on a week long vacation. Double header was very responsive to messages confirming the booking and where to go day of. Upon arrival we met Nathan, who was extremely friendly immediately welcoming us to the island and asked what we wanted to target and immediately was able to give us a layout of what we could expect throughout the day. Within 30 minutes of hitting our fishing area we already had one of the target fish (mahi mahi) on board. We had an amazing...  

Review media 0
Review media 1
 Benjamin C. recommends Double Header Sportfishing – 37'

Tyler B.
Tyler B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fishing with Double Header

VERIFIED

Half Day Trip (AM) on March 12, 2025

Matt did a great job getting us on the fish within seconds of our first spot. In total, we caught nearly 40 fish of a variety of species. Matt was patient and helped get some of the first-timers in our group comfortable with the process. He cleaned our keepers and pointed us in the right direction where we had our catch cooked for lunch. Would highly recommend Double Header and Matt!

Matt did a great job getting us on the fish within seconds of our first spot. In total, we caught nearly 40 fish of a variety of species. Matt was patient and helped get some of the first-timers in our group comfortable with the process. He cleaned our keepers and pointed us in the right direction where we had our catch cooked for lunch. Would highly recommend Double Header and Matt!  

Review media 0
Review media 1
 Tyler B. recommends Double Header Sportfishing – 37'

Angie M.
Angie M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Unforgettable day of fishing

VERIFIED

Half Day Trip (AM) on March 15, 2025

Twenty minutes out- we didnt stop catching nice tuna and miscellaneous fish for more than five minutes. Every stop, fish in droves and calm seas. Captain was intelligent, tolerant of our varying degrees of technique knowledge and wonderful tonspend half the day with. We will be back amd highly recommend CaptainTyler.

Twenty minutes out- we didnt stop catching nice tuna and miscellaneous fish for more than five minutes. Every stop, fish in droves and calm seas. Captain was intelligent, tolerant of our varying degrees of technique knowledge and wonderful tonspend half the day with. We will be back amd highly recommend CaptainTyler.  

Review media 0
Review media 1
 Angie M. recommends Double Header Sportfishing – 37'

FAQs about Double Header Sportfishing – 37'

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
6 persons
Boat length
37 ft
Year built
2018
Boat manufacturer
Calypso
Boat type
Center console

Engine model
Cummins
Powered by
1 x 485HP
Max cruising speed
19 knots
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