About Your Guide

Profile photo of Captain Experiences guide Robert Woolridge

Robert Woolridge

Independent Guide
Talkative
Laid-back
Instructional
Adventurous
Beginner Oriented
Quality
Captain Bob is a true water enthusiast who's lived and breathed the coastal life since day one. From the tranquil Appomattox River to the vast expanse of the Chesapeake Bay, he's now settled in the OBX, where he feels most at home. With his US Coast Guard license, insurance, and CPR/First Aid certification, he's not just your captain; he's your trusted guide to all things aquatic. Whether you're here for a family vacation or a weekend escape, Captain Bobby guarantees a fun-filled adventure on the water. Just sit back, relax, and let him steer you towards excitement and unforgettable memories

About Your Guide

Profile photo of Captain Experiences guide Robert Woolridge

Robert Woolridge

Independent Guide
Captain Bob is a true water enthusiast who's lived and breathed the coastal life since day one. From the tranquil Appomattox River to the vast expanse of the Chesapeake Bay, he's now settled in the OBX, where he feels most at home. With his US Coast Guard license, insurance, and CPR/First Aid certification, he's not just your captain; he's your trusted guide to all things aquatic. Whether you're here for a family vacation or a weekend escape, Captain Bobby guarantees a fun-filled adventure on the water. Just sit back, relax, and let him steer you towards excitement and unforgettable memories
Scroll for more

Captain Bob's Charters Trips

Choose a trip to get started
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Sunset Cruise in Kitty Hawk

Sunset Trip

100% (1)
20 ft 1 - 6 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Booze Cruise in Kitty Hawk

FAMILY FUN CUSTOM TRIPS

100% (1)
20 ft 1 - 4 People From $500

Don't see what you're looking for?

Contact us to create a custom trip for you and your group.

Contact Us

Recent Reviews of Captain Bob's Charters

5.0
based on 1 review

Carla

Verified Review

Great time! Very entertaining. Very knowledgeable about where to take us to create the best experience. Will Def go out with him again! Go Capt Bob! Lots of Dolfins and best sunset.

Carla

Verified Review

Great time! Very entertaining. Very knowledgeable about where to take us to create the best experience. Will Def go out with him again! Go Capt Bob! Lots of Dolfins and best sunset.
Scroll for more

Captain Bob's Charters Photo Gallery

Sunset Trip
July 10th, 2025
Kitty Hawk, North Carolina
Sunset Trip
September 7th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 17th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 10th, 2025
Kitty Hawk, North Carolina
Sunset Trip
July 10th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 17th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 10th, 2025
Kitty Hawk, North Carolina
Sunset Trip
July 10th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 17th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 10th, 2025
Kitty Hawk, North Carolina
Sunset Trip
September 7th, 2025
Kitty Hawk, North Carolina
Sunset Trip
September 7th, 2025
Kitty Hawk, North Carolina
Sunset Trip
September 7th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 17th, 2025
Kitty Hawk, North Carolina
Sunset Trip
September 7th, 2025
Kitty Hawk, North Carolina
FAMILY FUN CUSTOM TRIPS
July 10th, 2025
Kitty Hawk, North Carolina
Book Now