Business and private charters
Looking for the best private boat charters South Padre Island has to offer? Osprey Cruises charters our full fleet for weddings, corporate events, birthday parties, school field trips, and team outings — from intimate sunset wine sails on Cork & Compass to full-pirate-ship adventures on the Black Dragon. Our private boat charters South Padre Island clients return year after year because we’re family-run since 1976, USCG-certified, and we build every trip around your event. Call Phil Calo at 956-592-2223 to plan yours.
Why book your private charter with Osprey Cruises
When you charter privately with Osprey, the whole fleet is yours to choose from and a local crew that has run these waters since 1976 handles every detail. Every captain is USCG-certified, and our boats are kept among the cleanest in the Port Isabel harbor. Two vessels — the Black Dragon pirate ship and the Cork & Compass sunset cruise — carry a full bar, so a wedding toast or a corporate happy hour is covered right on the water. We depart from 501 E Maxan St in Port Isabel, the closest harbor to South Padre Island and Boca Chica, and Phil builds the entire trip around your group, your schedule, and your occasion.
Whatever the occasion, we tailor the boat and the route to match — weddings and vow renewals on the open bay, corporate charters and team outings, milestone birthdays and anniversaries, school and youth field trips with a certified crew, family reunions, bachelor and bachelorette parties, and group SpaceX launch viewings. If you can picture it on the water, Phil will help you plan it.
Private Boat Charters South Padre Island — A Full Fleet
Whether business, school or private function, we customize events to your needs.
If you have a concept, we’ll plan the cruise around it. Each cruise is special.
Birthdays
Weddings
Corporate Charters
School Field Trips
Private Celebrations
Special Occasions
Phil Calo, Manager
Phone: 956-592-2223
Phil Calo, our General Manager and Events Coordinator, specializes in private group entertainment. He works with you throughout the process and provides additional services. Phil has worked closely with the Hotels, Motels and Restaurants on South Padre Island and in Port Isabel. As part of our service, assists as a consultant and negotiates on your behalf as requested.
Book for a minimum of 2 hours
Private charter FAQs
How many guests can you accommodate?
Group size depends on the vessel, from intimate sunset sails to large pirate-ship parties. Tell Phil your headcount and he’ll match you to the right boat in the fleet.
How far in advance should I book?
Popular dates, holidays, and peak winter and summer weekends fill up early, so the sooner you reach out the more flexibility you’ll have. We’ll do our best to accommodate shorter notice when the schedule allows.
Is a bar or catering available?
The Black Dragon and the Cork & Compass both carry a full bar. Catering, special décor, and entertainment can be arranged for any charter at additional cost — just let Phil know what you have in mind.
Where do you depart from?
All private charters leave from Osprey Cruises at 501 E Maxan St, Ste C, Port Isabel, TX — the closest harbor to South Padre Island.