Double Header Sportfishing – 37' 

4.9/5 (171 reviews)
 6720 Smith Bay Road, Red Hook, 00802, U.S. Virgin Islands

Double Header Sportfishing – 37' 

Red Hook, U.S. Virgin Islands
37 feet
6
4.9/5 (171 reviews)

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!

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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Rating

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

Anglers' gallery (233)

What anglers say

99%
Great experience
88%
Family friendly
98%
Friendly captain
99%
Good boat
98%
Recommended
99%
Caught fish

All reviews (171)

Filter
Showing 15 of 171 reviews
CHRISTOPHER RAFFILE
CHRISTOPHER RAFFILE
us
Connecticut, US
Member since 2026
0
5.0
Verified
epic adventure
Half Day Trip - 2:00 PM on February 24, 20262 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:
Dolphin (Mahi Mahi)
Blackfin Tuna
Wahoo
Lisa Rago
Lisa Rago
us
New Jersey, US
Member since 2026
0
5.0
Verified
New
Amazing Experience!
Half Day Trip - 2:00 PM on May 31, 20264 adults2 children
We had such an amazing experience with Double Header. It was our second time fishing with Nate. Double Header never disappoints. We caught an abundance of fish and had a great time doing it. Nate is the best. So attentive, knowledgeable, fun and patient with my kids. This is by far the best adventure and have tried them all. Can't wait to go again. Thank you again for the perfect day and memories!
Luke Hudson
Luke Hudson
Repeat angler
us
Missouri, US
Member since 2025
3 trips
0
5.0
Verified
New
Biggest Fish
Half Day Trip on May 27, 20262 adults
Whole trip went about as expected. Just out there catching monsters the whole time. Caught two of the biggest King Mackrels along with an average one, some yellow tail, grouper, trigger fish, African Pompano, needle fish, and fought a 6' shark for ablut 20 mins until getting it to the boat. Captain Tyler was great and had us on fish immediately.
Reported catch:
King Mackerel (Kingfish)
Yellowtail Snapper
Michael Walls
Michael Walls
Repeat angler
us
Texas, US
Member since 2024
3 trips
0
4.7
Verified
For The Serious Fisherman
3/4 Day Trip - 1:00 PM on March 22, 20262 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!
Derek Conway
Derek Conway
us
Ohio, US
Member since 2025
1
5.0
Verified
Great trip for some first timers!
Half Day Trip - 2:00 PM on June 17, 20254 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:
Yellowtail Snapper
Caribbean Queen Snapper
Response from Captain
June 18, 2025
Thank you for fishing with us. We look forward to your next adventure!

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
June 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Half Day Trip
FREE Cancellation 3 days notice
4 hour trip multiple starting times (7:30 AM, 2:00 PM)
US $850
Entire boat: up to 6 people
3/4 Day Trip
FREE Cancellation 3 days notice
6 hour trip multiple starting times (7:00 AM, 1:00 PM)
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
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
There are 8 people looking at this charter.

Rating

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

Anglers' gallery (233)

What anglers say

99%
Great experience
88%
Family friendly
98%
Friendly captain
99%
Good boat
98%
Recommended
99%
Caught fish

All reviews (171)

Filter
Showing 15 of 171 reviews
CHRISTOPHER RAFFILE
CHRISTOPHER RAFFILE
us
Connecticut, US
Member since 2026
0
5.0
Verified
epic adventure
Half Day Trip - 2:00 PM on February 24, 20262 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:
Dolphin (Mahi Mahi)
Blackfin Tuna
Wahoo
Lisa Rago
Lisa Rago
us
New Jersey, US
Member since 2026
0
5.0
Verified
New
Amazing Experience!
Half Day Trip - 2:00 PM on May 31, 20264 adults2 children
We had such an amazing experience with Double Header. It was our second time fishing with Nate. Double Header never disappoints. We caught an abundance of fish and had a great time doing it. Nate is the best. So attentive, knowledgeable, fun and patient with my kids. This is by far the best adventure and have tried them all. Can't wait to go again. Thank you again for the perfect day and memories!
Luke Hudson
Luke Hudson
Repeat angler
us
Missouri, US
Member since 2025
3 trips
0
5.0
Verified
New
Biggest Fish
Half Day Trip on May 27, 20262 adults
Whole trip went about as expected. Just out there catching monsters the whole time. Caught two of the biggest King Mackrels along with an average one, some yellow tail, grouper, trigger fish, African Pompano, needle fish, and fought a 6' shark for ablut 20 mins until getting it to the boat. Captain Tyler was great and had us on fish immediately.
Reported catch:
King Mackerel (Kingfish)
Yellowtail Snapper
Michael Walls
Michael Walls
Repeat angler
us
Texas, US
Member since 2024
3 trips
0
4.7
Verified
For The Serious Fisherman
3/4 Day Trip - 1:00 PM on March 22, 20262 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!
Derek Conway
Derek Conway
us
Ohio, US
Member since 2025
1
5.0
Verified
Great trip for some first timers!
Half Day Trip - 2:00 PM on June 17, 20254 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:
Yellowtail Snapper
Caribbean Queen Snapper
Response from Captain
June 18, 2025
Thank you for fishing with us. We look forward to your next adventure!

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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