Captain
Red Bailey

Member since April 2019 Red Hook, U.S. Virgin Islands
Background
Captain Red Bailey is one of the most renowned captains in St. Thomas and with good reason. Fishing is his lifelong passion and calling, and he spent over 50 years on the water. In that time, he honed his angling skills and participated in numerous tournaments all over the world. Capt. Red has also had famous guests on board, including Jerry Lewis, and that alone speaks volumes of the captain's expertise. Today, he runs fishing trips from the Sapphire Marina and regularly puts people on the best bite of their life.
Techniques
Rod and Reel

Hey, I'm Captain Red Bailey

Red Hook, U.S. Virgin Islands
Background
Captain Red Bailey is one of the most renowned captains in St. Thomas and with good reason. Fishing is his lifelong passion and calling, and he spent over 50 years on the water. In that time, he honed his angling skills and participated in numerous tournaments all over the world. Capt. Red has also had famous guests on board, including Jerry Lewis, and that alone speaks volumes of the captain's expertise. Today, he runs fishing trips from the Sapphire Marina and regularly puts people on the best bite of their life.
Techniques
Rod and Reel

My Charter Listing

Excellent
4.7 / 5
(109 reviews)
Red Hook
 2 bookings in the past week.
Trips from US $1,000

Customer reviews

Rating summary
Excellent
4.7 / 5
out of 5 stars from 109 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
4.8 / 5
Experience
Excellent
4.5 / 5
Photos & videos by reviewers (80)
Great Fishing Charter
Great Fishing Charter
Great Fishing Charter
+77
Angler rating
85
13
2
5
0
Anglers claimed
Good experience
87%
Friendly captain
96%
Recommend this charter
90%
Appropriate for children
86%
Satisfied with the boat
99%
Caught fish
76%
Sort by:
Featured  
Showing:
5 of 109 reviews
Peter B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Holiday Family Fishing Trip

VERIFIED   Half Day Trip (PM) on December 22, 2025
We had a great fishing trip with Captain Red and Donovan on the afternoon of December 22nd!ย  We sailed North from Sapphire...
Peter B. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
1 person finds this review helpful
You and 1 other person found this review helpful
Peter B. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
1 person finds this review helpful
You and 1 other person found this review helpful

Robert C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Fishing Charter

VERIFIED   3/4 Day Trip on December 28, 2025
Captain Red and first mate Donovan were amazing, caught 65lb wahoo,ย  a medium size wahoo, blackfin and skipjack tuna and fals...
Robert C. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful
Robert C. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful

Jack D. I.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Crew

VERIFIED   NEW  Half Day Trip (AM) on February 16, 2026
The captian, first mate and boat was first rate.
Jack D. I. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful
Jack D. I. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful

Troy G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip. Will come back

VERIFIED   NEW  3/4 Day Trip on February 23, 2026
Troy G. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful
Troy G. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful

Jamalee J.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Red

VERIFIED   NEW  Half Day Trip (PM) on February 2, 2026
Jamalee J. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful
Jamalee J. recommends Captain Red & The Abigail III - St. Thomas
Mark review as helpful
You found this review helpful