The Best Sailboats and Powerboats to Learn On

Offshore Sailing School takes great pride in providing the very best sail and power boats to learn on. Steve Colgate wrote the parameters for the perfect entry-level sailboat trainer – the Colgate 26 – which is used at all Offshore Sailing School locations for Learn to Sail, Performance Sailing, and sailboat racing instruction. The cruising boats you learn on are picked for performance, ease of handling and comfort. The types of sailboats that are currently in our fleet are listed below. Unlike many other sailing schools that make you take two separate courses on small and medium sized sailboats to obtain Bareboat Cruising Certification, Offshore Sailing School gives you Basic Cruising and Bareboat Cruising Certification in a single course on 40’ to 50’ catamarans and 43′-51′ monohulls. When you graduate from our Fast Track® to Cruising Course you are ready to sail any cruising boat up to 50’ with confidence.

The types and sizes of sail and power cruising yachts available in the Offshore Sailing School fleet are subject to change without notice.

Colgate 26 Keelboat(2)_6.4_OurFleet_Colgate26_700x465

The Colgate 26 is the perfect mid-sized sailboat for training, day sailing and racing. Designed by Steve Colgate and noted marine architect Jim Taylor, the Colgate 26 debuted in 1997 and immediately won the coveted Cruising World Boat of the Year Award in the Pocket Cruiser Division. The U.S. Naval Academy bought 12 more Colgate 26s in 2015 to augment their existing fleet, now 42 as of 2020. The Coast Guard Academy and Maine Maritime maintain Colgate 26 fleets for training plebes and cadets. The Colgate 26 has the largest cockpit of any tiller-driven training boat, and a separate area for the instructor to stand, with dual mainsheet controls. It is very safe, will not sink or tip over, has ergonomic seating, and a host of sophisticated gear and adjustments, making the transition to larger sailboats easy. The Colgate 26 is used at all locations for Learn to Sail, Performance Sailing, and team building sailing events. It is also available for purchase, please visit the Colgate 26 website if you are interested or call Steve Colgate direct at 239-985-7505.

Leopard 40 Catamaran

Our 4-cabin Leopard 40 arrived at its home at the Westin Cape Coral Resort at Marina Village in July 2019. Named Legacy, she is available for Fast Track® to Cruising, and Live Aboard Cruising courses, and special Catamaran Refresher clinics. This 4-cabin Leopard 40 has an innovative layout. Large sliding glass doors open to the aft cockpit, providing panoramic views with pleasant indoor/outdoor living. Built by Robertson and Caine, the helm has a full suite of Raymarine electronics. The large hardtop is a great sunshield when learning in Florida sun. The main saloon has a large forward-facing galley, comfortable settee for dining and lounging, navigation area and lots of storage. No other yacht in this class of sailing catamarans boasts the speed, agility, or blue water performance of this spectacular addition to the Offshore Sailing School fleet. Powered by two Yanmar 29 hp engines, the Leopard 40 also has generator powered air conditioning throughout the interior. If you’d rather take your Fast Track® to Catamaran Live Aboard Cruising Course in the British Virgin Islands, we offer the same course at beautiful Scrub Island Resort, Marina & Spa in the British Virgin Islands with the same ultimate sail-training aboard Moorings and Sunsail catamarans (see below).


Jeanneau 439 Monohull

The Jeanneau 439 is fast and fun, with a big sail plan including an asymmetric spinnaker, twin steering wheels, large cockpit, and spacious interior layout. Below are four cabins and two heads with showers, in a comfortable design with rich wood finish and light headliners. Solid wood handholds create a safe and seaworthy interior. A navigation station with the most current Raymarine navigation suite as of summer 2021, compliments the main salon and galley. The deck plan makes sailing easy for helmsperson and crew. The high-aspect rig carries a large roller furling genoa, mainsail with jiffy reefing asymmetric spinnaker with pole. The cockpit has a large folding table. An aft platform opens with an integrated swim ladder and closes to provide security when underway. A generator or connection to shore power provides air-conditioning. Two Offshore 439s are available for Florida Cruising Courses out of Captiva Island and Ft. Myers Beach.

Jeanneau 479 Monohull

This 47 footer is a four-cabin, four-head, air-conditioned monohull with great handling characteristics and sails that give you the true sense of speed on a big cruising yacht. It comes fully equipped for all wind conditions, with lazy jacks and a stack pack, furling jib, bimini, dodger, depth, speed and wind gauges, Raymarine E95 color chart plotter/GPS, autopilot, AIS, marine radio, generator and more. The interior has a full equipped galley with oven, microwave and refrigerator. The large main salon has a comfortable seating area for dining, large navigation station and features a flat screen TV and stereo with Bluetooth. This large monohull is currently available for Sailboat Cruising Courses in St. Petersburg, FL.

Leopard 45 Catamaran

The Leopard 45 catamaran has a forward cockpit, accessible from the large saloon with overhead skylight providing lots of space for socializing and relaxing. In the British Virgin Islands the Leopard 45 catamaran you learn on has four spacious cabins each with ensuite heads (toilets) with showers, and large windows for 360-degree views.  A brand new 3-cabin version of the Leopard 45 with an elevated lounge with slights and speakers, wraparound seating and a sunbed on the top deck is also available for Florida catamaran cruising courses starting late January 2022 in St. Petersburg, FL.  On both models, the raised helm station, where all sail controls lead for easy handling, provides excellent visibility with ample seating. The galley has a large freezer, fridge, stove and prep areas. Large sliding doors open to the aft deck with another table that seats eight, a BBQ, swim platform with outdoor shower, dinghy davits and steps up to the steering station. There are two forepeaks off the forward cabins for storage on the 4-cabin Leopard 45. The 3-cabin Leopard 45 has an owners suite, two private double cabins each with private bathrooms, and a forepeak cabin for private instructor occupancy. A generator powers air-conditioning when needed. All electronic navigation aids are aboard, with plenty of additional features. This fun-to-sail catamaran is available in the British Virgin Islands for Fast Track® to Cruising, and Live Aboard Cruising Courses and in St. Petersburg, FL for the same courses. Here is a video to learn more about the Sunsail 454.

Moorings 48.4 Monohull

The Moorings 48.4 has four cabins with en-suite bathrooms, big main salons and lots of cockpit and deck space for all to enjoy. These fun and fast boats are easy to sail, with dual helms and excellent visibility, all lines lead aft for easy handling. Designed by Berret-Racoupeau, and built by Beneteau, the layout is spacious with large portholes for lots of light, and generator-controlled, air-conditioned interior throughout. The saloon includes a u-shaped settee that seats up to eight; flat screen TV and a well-appointed galley for easy cooking aboard. On deck, an electronically-controlled transom converts to a swim platform with a fresh water après swim shower. The mainsail arch and a centered mast allow for increased stability and comfort in a variety of conditions. Other features include the Raymarine Navigation system, electric windlass, electric winches, bow thruster and an 80 hp Yanmar diesel engine. LOA is 47’9”, beam 15’7”, draft 6’, with 603 sq. ft. of sail area, 185 gallons of water and 52-gallon capacity for fuel. Offshore Sailing School’s Fast Track® to Cruising, Live Aboard Cruising and Bareboat Charter Cruising Courses are available aboard this vessel in the British Virgin Islands.

Moorings 433 PowerCat

Offshore Sailing School teaches Fast Track® to Power Cruising courses on Moorings 43.3 power cats in the British Virgin Islands, designed by Morrelli & Melvin Designs, built by South African builder Robertson and Caine. This three cabin yacht features generous indoor living space complete with air-conditioning and a fresh, modern look throughout. The well-appointed galley sits forward in the saloon; a forward facing settee and table are located aft.  Behind the settee, large sliding glass doors open to the aft cockpit, providing panoramic views and an open layout that makes communication between all aboard a breeze. An additional access door opens to the foredeck, allowing increased ventilation throughout. With power from an on-board generator (or shore power when available), the Moorings 43.3 has a full range of electronics including a state-of-the-art Raymarine Instrument Package, indoor/outdoor stereo system with Bluetooth and USB connectivity, flat screen TV/DVD player, Cruisair air conditioning and ventilation fans throughout. There is an owner’s suite with private bath on the starboard side, and two cabins with a shared bath on the port side. The spacious flybridge has 360-degree visibility, ample seating, wet bar and direct access to a sunbathing platform located forward. The fully equipped helm station controls the yachts twin 320 hp diesel engines.  For student groups who wish to  reserve a larger power cat on a “buy-the-boat” basis, the Moorings 51.4 with four cabins and four private baths may be requested on a space available basis.


Come Learn On Our Fleet

Call 888-454-7015 or 239-454-1700
Email Sail@OffshoreSailing.com