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Ft. Myers Beach Florida Sailing School at Pink Shell Beach Resort & Marina

A Variety of Sailing Lessons, Sailboat Racing Clinics, and Sailboat Cruising Courses in Fort Myers, Florida

Offshore Sailing School on Fort Myers Beach on the Gulf Coast of Florida is a great getaway for a comprehensive three-day learn to sail course, exciting Performance Sailboat Racing Clinics, and week-long learn-to-cruise experiences on fast and fun 26′-44′ sailboats. The Pink Shell Beach Resort & Marina is a great place to start your sailing lifestyle, with great shore accommodations overlooking 1500 feet of sugar-white sand along the Gulf of Mexico.

Newly-Renovated Resort, Pool & Restaurants

IN 2023, the resort went through major renovations to expand the beachfront pool area, add new landscaping and outdoor event space where Offshore Sailing School can host parties for special programs. The resort has also replaced and updated fixtures, furniture and appliances in all guest rooms. On the beach there’s a new Bob’s Beach Bar serving lite bites and beverages in the setting sun. All the swimming pools overlook the beach with free beach chairs and umbrellas around the pools and on the beach.

Much to do in and Around the Resort

Ranger Rob conducts free naturalist programs about the local eco-friendly area and flora and fauna of Fort Myers Beach.  When you are not in a learn-to-sail session or other sailing school course, you can embark on an exciting journey of discovery as you take in interesting facts and enjoy interactive games and activities. You can also sign up for Dolphin Adventures, Fishing Trips, kayaking excursions and pick up a free paddleboard on the beach.

Four Fun Eateries at the Resort and Many More a Short Walk or Ride Away

Enjoy free breakfast (two per room per day) at Jack’s Restaurant overlooking the Gulf. For an open air fun experience, grab a snack and island drink at Bongos Bar & Grill adjacent to the Octopool. Rae’s Real Italian serves up island specialties and special menus in the evenings. And Bob’s Beach Bar is the perfect spot to wiggle your toes in the sand with a refreshing drink and watch for the green flash as the sun dips below the horizon.

A Super Getaway for Families, Couples, and Singles

Pink Shell Beach Resort & Marina is the perfect setting for a Florida sailing vacation. More after-sail activities in town include Gulf Coast seafood restaurants, fun outdoor bistros, live music, funky shops, fashionable boutiques, and breathtaking sunsets.

Book Offshore Sailing School Florida Sailing Lessons at the Pink Shell Beach Resort & Marina

Ft. Myers Beach sailing lessons include sailing for beginners and intermediate sailors, advanced sailing courses, cruising and bareboat charter courses, even Performance Racing Clinics for competitive sailors. Want a quick weekend getaway and learn new lifelong skills? Get-away on a five-day learning vacation and take the Learn to Sail course in three full days, then relax, explore and enjoy all the other activities available in and around the resort and Ft. Myers. For the ultimate learning experience, take the Fast Track® to Cruising course and enjoy sailing vacations wherever the wind blows for life!

“I attended the Learn to Sail course at the Pink Shell Beach 0.0Homepage_Testimonial_19_JeffBreymaierResort with my wife and three of our children. We all loved every minute.”

Jeff Breymaier – Maumee, OH

Read more testimonials here

About The Pink Shell Beach Resort & Marina

The four-star, family-friendly Pink Shell Beach Resort & Marina is on the tip of Estero Island on Fort Myers Beach, just 30 minutes from Southwest International Airport (RSW). Your sailing resort vacation includes complimentary daily breakfast and use of paddleboards, beach chairs and umbrellas. Accommodations are in suites, one and two bedroom villas – all with kitchens and private lanais.

Must See Ft. Myers Attractions and Entertainment

The famed Edison-Ford Winter Estates are a 20 minute drive from the resort. A little further past the Estates is trendy downtown Ft. Myers right on the Caloosahatchee River where you can see award-winning plays at the Florida Repertory Theatre, dine at many great restaurants and stroll along the river. Want to see a Broadway show? Two other great theaters – the Broadway Palm Dinner Theater and Barbara B. Mann Performing Arts Hall – are also only 20 minutes from the resort.

For more water activities, enjoy a plethora of beach toys, fish off the docks, rent a small boat, head out on the Shore Explorer Program, and at days end, relax with a cocktail as the sun sets over the Gulf of Mexico.

What Are You Waiting For? Sailing Fort Myers Beach is Just a Click Away!

  • Beach and Gulf-view suites and villas with big lanais overlooking the Gulf of Mexico
  • Full kitchens or kitchenettes in each accommodation
  • Vast sugar white beaches with free use of beach chairs and umbrellas
  • Unlimited use of the fitness room
  • Daily breakfast included for two guests per standard room or suite; nominal per person charge for additional guest breakfasts billed upon check-out
  • WiFi in rooms and throughout the property
  • No charge for local and domestic long distance phone calls
  • Poolside bar and grill and beach bar
  • Multiple swimming pools, pool games and activities
  • Complimentary kayak and paddleboard use
  • Trolley stop at resort for shops and restaurants in town
  • Full service marina
  • Free valet parking
  • Bottled water and a signature Pink Shell Beach tote to take home (one per reservations)

While other schools teach up to 6 people on a boat, Offshore Sailing School never teaches more than four per boat and instructor unless you opt for a Family Learn to Sail vacation package or Buy the Boat program. Private Couples or Family Courses are also available. Rates vary by season. Please see the “What’s Included” tab for more information. Call 888-4540-7015 or email Sail@OffshoreSailing.com for rates and course availability.

The Pink Shell Beach Resort & Marina has a variety of accommodations, including one and 2-bedroom suites. All units offer a screened lanai that overlooks the beach with incredible sunsets. If you’d like more information, call 888-454-7015 or 239-454-1700, or email Sail@OffshoreSailing.com.  Here is an overview of what’s included when you take an Offshore Sailing School course at the Pink Shell Beach Resort & Marina on Fort Myers Beach. Please view the individual courses for more details.

An overview of what’s included:

  • Your course tuition
  • Accommodations and tax on accommodations
  • Per room per night resort fee and taxes
  • Complimentary, daily breakfast for resort guests
  • Your course textbook(s)
  • Diploma and logbook
  • US Sailing Course certification when you pass the test
  • Other items specific to each course
  • Free one-year US Sailing membership with benefits

LEARN MORE

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

How to Get to Fort Myers BeachFt. Myers, FL Location

The Pink Shell Beach Resort & Marina is just 16 miles from Southwest International Airport (RSW) and 2-3 hours from Tampa, Ft. Lauderdale and Miami Airports. You can rent a car at the airport or take a taxi for the half-hour drive.

Pink Shell Beach Resort and Marina Address Information:

Pink Shell Resort and Marina
275 Estero Blvd.
Fort Myers Beach, FL  33931

Sailing School in Fort Myers, Florida, Focused on Real-World Training

Offshore Sailing School offers a premier sailing school in Fort Myers, Florida, designed for students of all experience levels. Whether you’re taking your first sailing lesson or progressing toward cruising readiness, our structured programs combine expert instruction with the beauty of Fort Myers’ coastal waters for an unforgettable learning experience.

Many who search for a sailing school in Fort Myers, Florida, encounter issues like large class sizes, limited time on the water, or inexperienced instructors. Offshore Sailing School solves these problems with small-group instruction, real boats in real conditions, and a step-by-step approach that builds confidence.

We offer a range of sailing programs, including Learn to Sail, Fast Track® to Cruising, Catamaran Training, and Powerboat Cruising Courses. Each course is taught by seasoned professionals with decades of combined experience. If you’re ready to train with the best in Fort Myers, contact us now to request a quote and start your journey today.

We know learning to sail is more than just lessons; it’s a personal milestone. At our sailing school in Fort Myers, Florida, we understand your goals, fears, and dreams. Whether you’re chasing a new hobby, preparing for coastal cruising, or fulfilling a lifelong passion, we’re here to guide you with patience, care, and world-class instruction. Call us today to begin your sailing story with a team that’s fully committed to your success.

What Sets Our Fort Myers Sailing School Apart

  • Hands-On Training with US Sailing Certified Instructors: At Offshore Sailing School, you receive expert training from US Sailing Certified Instructors with a licensed background and extensive real-world experience. Our sailing school in Fort Myers, Florida, is known for teaching not just the basics but the essential skills and safety skills that shape confident, capable sailors. Whether you’re a newcomer or a seasoned sailor, our hands-on method provides the foundation for a lifetime passion or even a path toward a career & education in sailing.
  • Small Class Sizes and Personal Instruction: One of the standout features of our sailing school in Fort Myers is our small class sizes. We believe in providing individual attention at every level of sailing, from first-time learners to advanced sailors seeking performance refinement or prep for racing events. This personalized approach enhances your learning, supports wheel skill building, and creates a more positive experience that’s both enriching and empowering, leading to truly remarkable life skills on the water.
  • Curriculum Based on Real-World Sailing Conditions: Our sailing certification courses are built around the realities of life on the water. With Fort Myers’ access to stunning locations and abundant marine life, we design our curriculum around what sailors actually face. From shifting winds to tides and coastal navigation, our certification programs are more than theory, they are an extraordinary journey toward true competence. It’s the perfect environment for anyone ready to sail for adventure, build competitive skills, or enjoy an exhilarating experience on the Gulf.
  • No Simulators – All Courses Taught on the Water: Students benefit from authentic marine life encounters, changing tides, and responsive helm time that builds reflexes and confidence. Whether you’re learning essential skills or advancing toward elite sailing goals, every course at our sailing school in Fort Myers delivers a fantastic adventure that turns classroom knowledge into lifelong, applicable expertise.

Set Sail with Confidence in Fort Myers’ Beautiful Waters

Offshore Sailing School in Fort Myers offers an unbeatable opportunity to learn in one of Florida’s most scenic and accessible sailing environments. With calm Gulf breezes, warm weather, and access to both protected bays and open water, our sailing courses in Fort Myers provide a dynamic, real-world learning experience for all levels.

Unlike simulator-based programs, our hands-on training starts on the water from day one. You’ll build essential sailing skills with expert guidance, surrounded by the natural beauty of Fort Myers Beach. Whether you’re taking your first sailing lesson, working on basic sailing, or preparing for competitive sailing, you’ll gain the confidence needed for every sailing adventure ahead.

Our Instructor Team

At our sailing school, you’ll learn from friendly, professional, and experienced instructors who bring passion and expertise to every sailing lesson. With years of experience teaching everyone from beginners to experienced sailors, they make each class engaging and effective, whether you’re preparing for a sailing vacation or refining core sailing skills.

Our expert instructors know Fort Myers Beach waters inside and out, tailoring each session to local conditions. Their deep sailing experience and regional insight help students adapt to real-world environments, promoting confident, capable sailing.

Safety is a top priority. All of our sailing schools follow strict protocols, embedding essential safety skills into every course. Whether you’re in beginner sailing classes or advanced training, you’ll develop strong seamanship and smart decision-making on the water.

Chart Your Course with Fort Myers Beach Sailing School Today

Ready to turn your sailing dreams into reality? Our Fort Myers Beach sailing school offers expert instruction, real on-the-water experience, and courses for every skill level. Whether you’re brand new or looking to refine your abilities, we’ll help you sail with confidence and purpose. Call us today to speak with an advisor and reserve your spot on the water!

Frequently Asked Questions

What makes Offshore Sailing School in Fort Myers Beach different from other sailing schools?

Our Fort Myers Beach sailing school offers hands-on instruction from US Sailing Certified Instructors in real-world conditions. Unlike programs that rely on simulators or classroom-only teaching, we get you on the water from day one for an authentic, skill-building experience that prepares you for cruising, racing, or simply sailing with confidence.

Do I need any experience to start sailing lessons in Fort Myers Beach?

No prior experience is required. We offer beginner sailing classes as well as advanced courses, all tailored to your current skill level. Whether you’re new to sailing or have some experience, our structured programs provide the essential sailing skills needed to progress safely and confidently.

What kind of boats will I train on at the Fort Myers Beach location?

At our Fort Myers Beach sailing school, you’ll train on modern monohulls and catamarans such as the Leopard 40, Leopard 45, and Lagoon 40. These vessels provide a realistic, comfortable, and safe environment to learn core skills and prepare for future sailing adventures or charter opportunities.