Double Header Sportfishing – 37'
4.9/5 (165 reviews)
6720 Smith Bay Road, Red Hook, 00802, U.S. Virgin Islands–
Double Header Sportfishing – 37'
4.9/5 (165 reviews)
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!
Popular features
Live bait
You keep catch
Catch cleaning & filleting
Drinks
Toilet
Popular features
Live bait
You keep catch
Catch cleaning & filleting
Drinks
Toilet
Rating
4.9
165 reviews
5
157
4
5
3
2
2
0
1
0
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience
Anglers' gallery (227)
+221
What anglers say
99%
Great experience
87%
Family friendly
98%
Friendly captain
99%
Good boat
98%
Recommended
99%
Caught fish
All reviews (165)
Filter
Filter
Sort by: Featured
Featured
Showing 1 – 5 of 165 reviews
CHRISTOPHER RAFFILE
Connecticut, US
•
Member since 2026
5.0
Verified
epic adventure
Half Day Trip - 2:00 PM on February 24, 2026 • 2 adults
Did the 2pm run and Nate was our captain for the half day. Had a little pow wow and decided to go out to the ledge and try out luck. Nate had us rigged in no time for some trolling and not 5 mins in had 2 on. Two rainbow runners. Reset the lines and the deep runner was spooling out less then 10 mins later with a wahoo then it just went nuts.. 2 more wahoo in less then 20 mins right on too a school of Tuna.. one being a monster skipjacks.. had 4 lines hooked up at once with only two of us.. 6 plus tunas landed with one broken off and one bite clean in half.. after then it was getting later and set up a slow troll on the way in that netted 3 Mahi Mahi to end the day.
Nate was freaking fantastic.. stayed on point, cool and collected the whole time. I cant say you'll have this kinda luck but I hope you do.
Back at the dock he cut up a nice selection of fish for us to take and even recommend local restaurants that can cook em up if needed.
A Honeymoon adventure we will NEVER forget
Nate with Double Head made a truly memorable experience
Thanks Nate
Reported catch:
0
Michael Walls
Repeat angler
Texas, US
•
Member since 2024
•
3 trips
4.7
Verified
For The Serious Fisherman
3/4 Day Trip - 1:00 PM on March 22, 2026 • 2 adults
This was easily one of the most intense and action-packed guided fishing trips I've ever experienced. These two guides absolutely know their craft—and they don't hold back. From the moment we got started, it was nonstop energy, strategy, and excitement.
We were hooking into fish all day, landing Yellowtail, King Mackerel, and several other species. The action just kept coming, and every cast felt like it could turn into another great catch.
If you're looking for a laid-back trip, this isn't it—this crew goes hard, and that's exactly what makes it so much fun. We had an incredible time and walked away with an unforgettable experience. Highly recommend!
0
Tiffany Davis
Michigan, US
•
Member since 2024
5.0
Verified
Excellent fishing with Captain Tyler
Half Day Trip on December 6, 2025 • 2 adults
The Captain was very knowledgeable. We caught over 30 fish. Unfortunately, we were unable to tear into the tuna and it was too late in the season for Mahi, Mahi. But we caught plenty of yummy fish. We got 3 large meals. We caught 2 sharks but forgot to take pics with all the excitement. We caught some huge African Populus and a Amberjack 50 inches and 35 lbs. About every time we put our line out, we got a bite. The price is right and the time had was exhilarating!!!
1
Derek Conway
Ohio, US
•
Member since 2025
5.0
Verified
Great trip for some first timers!
Half Day Trip - 2:00 PM on June 17, 2025 • 4 adults
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
Reported catch:
Response from Captain
June 18, 2025
Thank you for fishing with us. We look forward to your next adventure!
1
Chris Seear
Repeat angler
South Carolina, US
•
Member since 2024
•
3 trips
5.0
Verified
Mahi Mahi
3/4 Day Trip - 1:00 PM on May 15, 2025 • 2 adults
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.
Reported catch:
1
Trip availability and prices
Trip Date:
Days:
Group Size:
Select date to see availability
May 2026
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
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Number of days
1
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Half Day Trip
FREE Cancellation 3 days notice
4 Hour Trip
starts at 7:30 AM
US $850
Entire boat: up to 6 people
US $850
Entire boat: up to 6 people
Half Day Trip - 2:00 PM
FREE Cancellation 3 days notice
4 Hour Trip
starts at 2:00 PM
US $850
Entire boat: up to 6 people
US $850
Entire boat: up to 6 people
3/4 Day Trip
FREE Cancellation 3 days notice
6 Hour Trip
starts at 7:00 AM
US $1,200
Entire boat: up to 6 people
US $1,200
Entire boat: up to 6 people
3/4 Day Trip - 1:00 PM
FREE Cancellation 3 days notice
6 Hour Trip
starts at 1:00 PM
US $1,200
Entire boat: up to 6 people
US $1,200
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 3 days notice
8 Hour Trip
starts at 8:00 AM
US $1,450
Entire boat: up to 6 people
US $1,450
Entire boat: up to 6 people
Extended Day Trip – Marlin
FREE Cancellation 3 days notice
10 Hour Trip
starts at 8:00 AM
US $1,700
Entire boat: up to 6 people
US $1,700
Entire boat: up to 6 people
There are 22 people looking at this charter.
Rating
4.9
165 reviews
5
157
4
5
3
2
2
0
1
0
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience
Anglers' gallery (227)
+221
What anglers say
99%
Great experience
87%
Family friendly
98%
Friendly captain
99%
Good boat
98%
Recommended
99%
Caught fish
All reviews (165)
Filter
Filter
Sort by: Featured
Featured
Showing 1 – 5 of 165 reviews
CHRISTOPHER RAFFILE
Connecticut, US
Member since 2026
5.0
Verified
epic adventure
Half Day Trip - 2:00 PM on February 24, 2026 • 2 adults
Did the 2pm run and Nate was our captain for the half day. Had a little pow wow and decided to go out to the ledge and try out luck. Nate had us rigged in no time for some trolling and not 5 mins in had 2 on. Two rainbow runners. Reset the lines and the deep runner was spooling out less then 10 mins later with a wahoo then it just went nuts.. 2 more wahoo in less then 20 mins right on too a school of Tuna.. one being a monster skipjacks.. had 4 lines hooked up at once with only two of us.. 6 plus tunas landed with one broken off and one bite clean in half.. after then it was getting later and set up a slow troll on the way in that netted 3 Mahi Mahi to end the day.
Nate was freaking fantastic.. stayed on point, cool and collected the whole time. I cant say you'll have this kinda luck but I hope you do.
Back at the dock he cut up a nice selection of fish for us to take and even recommend local restaurants that can cook em up if needed.
A Honeymoon adventure we will NEVER forget
Nate with Double Head made a truly memorable experience
Thanks Nate
Reported catch:
0
Michael Walls
Repeat angler
Texas, US
Member since 2024
3 trips
4.7
Verified
For The Serious Fisherman
3/4 Day Trip - 1:00 PM on March 22, 2026 • 2 adults
This was easily one of the most intense and action-packed guided fishing trips I've ever experienced. These two guides absolutely know their craft—and they don't hold back. From the moment we got started, it was nonstop energy, strategy, and excitement.
We were hooking into fish all day, landing Yellowtail, King Mackerel, and several other species. The action just kept coming, and every cast felt like it could turn into another great catch.
If you're looking for a laid-back trip, this isn't it—this crew goes hard, and that's exactly what makes it so much fun. We had an incredible time and walked away with an unforgettable experience. Highly recommend!
0
Tiffany Davis
Michigan, US
Member since 2024
5.0
Verified
Excellent fishing with Captain Tyler
Half Day Trip on December 6, 2025 • 2 adults
The Captain was very knowledgeable. We caught over 30 fish. Unfortunately, we were unable to tear into the tuna and it was too late in the season for Mahi, Mahi. But we caught plenty of yummy fish. We got 3 large meals. We caught 2 sharks but forgot to take pics with all the excitement. We caught some huge African Populus and a Amberjack 50 inches and 35 lbs. About every time we put our line out, we got a bite. The price is right and the time had was exhilarating!!!
1
Derek Conway
Ohio, US
Member since 2025
5.0
Verified
Great trip for some first timers!
Half Day Trip - 2:00 PM on June 17, 2025 • 4 adults
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
Reported catch:
Response from Captain
June 18, 2025
Thank you for fishing with us. We look forward to your next adventure!
1
Chris Seear
Repeat angler
South Carolina, US
Member since 2024
3 trips
5.0
Verified
Mahi Mahi
3/4 Day Trip - 1:00 PM on May 15, 2025 • 2 adults
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.
Reported catch:
1
FAQs about Double Header Sportfishing – 37'
The fish you can target
What is the boat like?
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