%2Ffit-in%2F250x250%2Fguide_websites%2F57343%2Fimages%2F176897583876797dac44a-d0d2-4eb2-8f0f-be9ac7e21c28.png&w=1200&q=100)
Calypso Cowboy Charters Fishing, Tours Adventures Prices
Top-Rated
Instant Booking
Big Pine Key, FL, United States
Fishing - Inshore
26' Twin Vee Center Console • 26' Twin Vee
5 Hour Guided Fishing Trip Inshore And Under The Bridges Of Florida Keys
5 Hour Guided Fishing Experience with Captain Paul
Join Capt. Paul for a private Florida Keys fishing adventure! This inshore and under the bridges fishing charter is designed for families, beginners, and seasoned anglers alike. Trips target popular species such as grouper, snapper, sea trout, and Spanish mackerel. All rods, reels, bait, water and tackle are provided, and fishing licenses are included. You’ll fish aboard a 26’ Twin Vee center console with plenty of space and a smooth ride. Departing from Big Pine Key, this private charter focuses on hands-on instruction, relaxed pacing, and a customized experience tailored to your group’s goals.
Top-Rated
Instant Booking
Big Pine Key, FL, United States
Tour - Adventure
6 hour Sandbar Tour in Florida Keys
6 hour Sandbar Tour with Captain Paul
Relax and enjoy a private 6hr sandbar tour in the Florida Keys with a local captain who knows the area well. This private boat trip is perfect for families, couples, and small groups looking to unwind on the water. Visit shallow sandbars ideal for swimming, wading, and soaking in the Florida Keys scenery at a comfortable pace. Departing from Big Pine Key, this personalized sandbar tour has a laid-back atmosphere tailored to your group’s preferences. Making it a great option for sightseeing, social time, and coastal relaxation.
Top-Rated
Instant Booking
Big Pine Key, FL, United States
Fishing - Wrecks
26' Twin Vee Center Console • 26' Twin Vee
5 Hour Guided Fishing Trip On The Reef And Wrecks Of The Forida Keys
5-hour Fishing Adventure with Captain Paul
Join Capt. Paul for a private 5hr wrecks and reefs fishing trip in the Florida Keys, where you never know what might show up, from sharks to snapper and grouper. Perfect for families, beginners, and experienced anglers. This adventure will include all rods, reels, bait, water and tackle. Fishing licenses are also included, so you can focus on learning techniques and catching fish. Departing from Big Pine Key, trips take place aboard a 26’ Twin Vee center console with plenty of space and a smooth ride. Each private charter is tailored to your group’s pace, ensuring an enjoyable, educational, and memorable fishing experience.
Calypso Cowboy Charters Fishing Trip Information
TRIPS ARE SCHEDULED FROM 2ND WEEK OF APRIL
Schedule a Trip Now!
What types of trips does Calypso Cowboy Charters offer in the Florida Keys?
We offer private inshore fishing trips, sandbar tours, and eco/nature tours in the Florida Keys. Trips can be 5- or 6-hours, designed for families, beginners, and experienced anglers.
What species can I expect to catch on a Florida Keys fishing trip?
Our charters target snapper, grouper, sea trout, and mackerel. Depending on the season and location, you may also encounter other popular inshore species.
How much do Florida Keys fishing trips with Calypso Cowboy Charters cost?
Rates start at $700 for a 5-hour fishing trip and $800 for a 6-hour trip, accommodating up to 4 guests per private charter. Sandbar and eco tours start at $500 for 5 hours.
What is included in the fishing trip rates?
All trips include rods, reels, bait, tackle, and fishing licenses. Your captain provides hands-on guidance and expert instruction to make your experience fun and productive.
What should I bring on a Florida Keys fishing charter?
We recommend sunscreen, sunglasses, a hat, comfortable clothing, and a camera. Snacks and drinks are optional, as trips focus on relaxation and family-friendly fun.
What is the best time of year for fishing in the Florida Keys?
Fishing in the Florida Keys is excellent year-round. Certain species, like snapper and grouper, are more abundant in specific seasons, but every trip promises exciting inshore action.
Are the trips suitable for children and beginners?
Yes! Our private charters are family-friendly and beginner-friendly. Capt. Paul Peter provides hands-on guidance, ensuring everyone can participate and enjoy their first catch.
Where do Florida Keys fishing trips depart from?
Trips depart from 30919 Ortega Lane, Big Pine Key, Florida, giving easy access to prime inshore fishing spots and scenic sandbar locations.
How many people can join a private fishing charter?
Each private charter accommodates up to 4 guests, allowing for a personalized, hands-on experience with plenty of space on the 26’ Twin Vee center console.
Can I book a customized or special fishing trip?
Yes! We offer customizable trips to focus on specific species, sandbar tours, or eco/nature excursions. Let us tailor your adventure to your preferences for a unique Florida Keys experience.
