Experience the Ease and Excitement of Windsurfing on Rehoboth Bay
If you’re looking to try something new while visiting Rehoboth Beach, a windsurfing lesson on Rehoboth Bay offers a fantastic introduction to this exhilarating water sport. For $175 per person, you’ll spend approximately 2 hours getting hands-on instruction from certified guides. The location, at 135 Dagsworthy St in Dewey Beach, makes it convenient and accessible, especially if you’re staying nearby.
What we love most about this experience is how approachable it is for beginners. The professional instruction ensures that even complete novices can quickly grasp the basics, and all gear is provided, removing any hassle of equipment rental. Plus, the small group size—up to four travelers—means plenty of personalized attention and time on the water. We also appreciate that the lesson is short enough to fit into a busy day, leaving room for other adventures.
One possible consideration is the physical fitness level required. The tour notes that it’s not recommended for those with bad backs, bad knees, or over a certain weight limit, so it’s best suited for travelers who are reasonably active. Also, it’s weather-dependent, so if poor conditions cancel the lesson, you can reschedule or get a full refund.
This experience is especially ideal for travelers seeking a fun, active way to connect with local waters. It’s perfect for those eager to learn a new skill without committing to a multi-day course and for anyone who enjoys small, personalized classes. Families or groups of friends who want to share a memorable water sport experience will find this lesson just right.
Key Points

- Beginner-friendly: Designed for first-timers with professional guidance.
- All gear included: No need to bring your own equipment, making it hassle-free.
- Short and sweet: About 2 hours, fitting easily into a busy schedule.
- Small group setting: Max four travelers for personalized instruction.
- Weather dependent: Cancellations due to poor weather are fully refundable or reschedulable.
- Highly rated guides: Multiple reviews praise the helpfulness and effectiveness of the instructors.
A Detailed Look at the Windsurfing Lesson Experience

When we think about trying a new water sport, the biggest hurdles often are the logistics and the intimidation factor. Fortunately, this windsurfing lesson on Rehoboth Bay addresses both issues by providing all gear and professional instruction in a relaxed environment.
The meeting point at Dewey Beach is straightforward, making it easy to find, and the start time at 2:00 pm helps you avoid the heat of midday, especially in summer. From the moment you arrive, the staff’s helpful attitude immediately puts you at ease. As one reviewer pointed out, “the guys who set up the windsurfers were very helpful,” which is essential when you’re new to the sport.
Once on land, your guide—like Tom, who was praised for his laid-back, easygoing manner—breaks down the basic skills into simple steps. This land instruction is valuable because it lets you understand the mechanics before hitting the water. You’ll learn how to read the wind, set up your board, and balance effectively, which builds confidence early on.
The water session is where the fun begins. With plenty of time allowed for actual windsurfing, you’ll get to practice gliding across the water, trying to stand and sail with the wind. Reviewers describe the experience as “very effective,” with one even noting they felt they improved their skills to a level comparable to when they had windsurfed years ago. That’s a testament to how well the instructor’s method works.
During the water session, the instructor watches each attempt, providing personalized feedback—a critical element for rapid learning. The short duration means you’ll get enough time to practice without feeling overwhelmed or exhausted. It’s an ideal introduction for those wanting a taste of windsurfing rather than a full course.
The gear—including the board, sail, and safety equipment—is all provided, which simplifies planning. The $3/hour parking fee is the only extra cost, and it’s worth noting to budget accordingly.
Planning more time in Rehoboth Beach? We've covered other experiences worth considering.
Why This Windsurfing Lesson Offers Great Value

At $175, this experience might seem like a splurge, but considering the professional instruction, all gear, and the small group size, it offers excellent value. It’s perfect for travelers who want to try windsurfing without the hefty investment of a multi-day course or equipment purchase.
The reviews reinforce this value, with participants praising how much they learned and how helpful the staff was. For example, one reviewer shared, “Never learn so much so fast! Thanks Tom!” This indicates that even absolute beginners can leave with more confidence and basic skills—making it a worthwhile investment for those curious about water sports.
What to Expect on the Day

You’ll start at the designated meeting point, where the staff will greet you and help you gear up. The land instruction lasts about 20-30 minutes, covering safety, wind reading, and balancing techniques. Once ready, you’ll head onto Rehoboth Bay to start practicing.
On the water, you’ll be encouraged to try sailing across the bay, with instructors nearby to offer tips and encouragement. Expect to spend a significant portion of your lesson actually windsurfing, which is the most engaging part. Photos or videos aren’t included, but the focus on personal coaching ensures you’ll be making progress quickly.
As the session wraps up, you’ll have time to ask questions, reflect on what you’ve learned, and enjoy the sense of achievement that comes with standing on a windsurfing board — even if just for a moment.
Who Should Consider This Experience?
This lesson is ideal for active travelers who enjoy trying new sports in a relaxed setting. It’s particularly suited for those looking for a quick, fun introduction rather than a full-fledged course. If you have good physical fitness and are comfortable with basic balance, you’ll likely find this experience rewarding.
Families or small groups wanting an interactive activity that’s both educational and entertaining will find it perfect. It’s also great for solo travelers wanting to meet others and share a memorable experience on the water.
Frequently Asked Questions

Is this lesson suitable for all ages?
It’s designed for adults and possibly older teens, provided they meet the physical fitness requirements. The course isn’t recommended for those with bad backs, bad knees, or who are over the weight limit specified for the equipment.
How much does it cost?
The price is $175 per person, which covers the instruction and all equipment needed.
What should I wear?
Bring swimwear or quick-drying clothes, and consider a hat and sunscreen. The provided gear includes a safety vest.
How long does the lesson last?
Approximately 2 hours — enough time for instruction, practice, and some fun on the water.
Can I cancel if the weather is bad?
Yes, cancellations due to poor weather are fully refundable or can be rescheduled. You must cancel at least 24 hours in advance.
Is parking included?
No, parking costs $3/hour and is not included in the price.
Do I need previous experience?
No, this lesson is for beginners with no prior windsurfing experience.
What is the group size?
The maximum number of travelers per session is 4, ensuring personalized attention.
Are there any age restrictions?
The activity is suitable for adults; specific age limits aren’t listed, but it’s best for those physically capable of handling the sport.
Will I get photos of my experience?
Typically, no, but you might want to bring a waterproof camera or phone in a protective case to capture your achievement.
Final Thoughts

For those eager to try an active water sport and learn a new skill in a short amount of time, this windsurfing lesson on Rehoboth Bay is a perfect pick. The professional guides, all-inclusive gear, and small group atmosphere create a safe and enjoyable environment for beginners. You’ll leave with a sense of accomplishment and some new water skills that could turn into a lifelong hobby.
This experience strikes a nice balance between fun and learning, making it ideal for adventurous travelers, families, or anyone looking to make their visit to Rehoboth Beach memorable. The fact that multiple reviewers highlight the helpfulness of staff and the quick progress makes this a highly recommended activity for those wanting a genuine introduction to windsurfing without a hefty time or money commitment.
Overall, if you’re ready to stand on your own board and catch some wind, this lesson provides a fantastic, value-packed way to connect with the water and meet fellow travelers. Just remember to book in advance — it’s popular for good reason.
Note: Always check the weather forecast before your scheduled lesson, and arrive a little early to get fitted with gear and settle in. With the right mindset and a bit of physical effort, you’ll be surprised how quickly you might be gliding across Rehoboth Bay.
