Imagine gliding along the Costa del Sol on a classic Spanish sailboat, feeling the sea breeze, and sharing unforgettable moments with friends or family. That’s exactly what this private sailing experience promises — a relaxed, personalized adventure that combines the thrill of traditional sailing with the chance to swim, paddleboard, and spot dolphins in their natural habitat.
What really makes this trip stand out are its intimate setting, the flexibility to tailor the experience, and the chance to connect with the coastline from a unique vantage point. Plus, sightings of playful dolphins and opportunities for water-based fun are big highlights.
On the flip side, it’s worth noting that the success of sailing depends on wind conditions, which can vary. If smooth sailing or specific timing matters, you might want to plan accordingly.
This experience suits groups of friends, families, or anyone celebrating special occasions who want a private, authentic taste of the Costa del Sol by sea.
Good To Know

- Private and customizable: Perfect for groups of up to 10 who want a tailored experience.
- Includes water activities: Paddleboarding, swimming, and inflatable mats add fun and relaxation.
- Wildlife encounters: Dolphin sightings are a real highlight, adding a magical element.
- Flexible timing: You can extend your trip with prior notice for more leisure.
- Ideal for celebrations: Great for birthdays, reunions, or just a special day out.
- Weather-dependent sailing: Wind conditions can influence the sailing experience, so flexibility is key.
An Introduction to the Estepona Private Sailing Trip

This event is designed for those who want to enjoy the sea in a relaxed yet engaging way, all within a private setting. The activity kicks off at the central Estepona Marina, a straightforward meeting point behind the recognizable Control Tower, making logistics simple. From there, you’ll board a classic Spanish-built sailboat, which boasts comfort and safety tailored for small groups—up to 10 people.
The vessel itself is a beautiful piece of craftsmanship, crafted by Spanish shipyards, offering an authentic sailing experience that connects you directly with traditional maritime roots. With a professional skipper on board, you’re in safe hands, allowing you to unwind and focus on the ocean views, the company, and the fun.
The cost is $411 per group, which breaks down to roughly $41 per person if you’re maxing out the group size. Considering the inclusions—like the use of paddle surfboards, inflatable mats, and a complimentary drink per person—the value for a bespoke, private outing is quite compelling.
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What to Expect During the Trip

Starting Point and Onboard Comfort
Once at the Estepona Marina, you’ll meet your skipper — a friendly professional dedicated to safety and making sure your experience is memorable. The boat is equipped to provide comfortable seating and space for all guests. Weather permitting, your adventure begins with gentle sailing, feeling the wind in your hair aboard a vessel that harks back to Spain’s proud maritime traditions.
Sailing and Photo Opportunities
If the winds are right, you’ll get the chance to sail along the coast, with the sails unfurled and catching the breeze. This is the classic image of sailing — the boat “flying” over the waves, creating perfect photo moments. Whether you’re an experienced sailor or new to the activity, the skipper will handle the navigation, allowing you to enjoy the ride.
More Great Thing To Do NearbyWater Activities and Swimming Stops
One of the trip’s biggest draws is the opportunity to swim in the clear, refreshing waters of the Costa del Sol. The crew makes regular stops in calm, safe areas suitable for swimming, snorkeling (if you bring your own gear), or just floating on inflatable mats. Paddle surfing is also available, giving you a fun way to explore the coastline and try a bit of balance and adventure.
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Wildlife Encounters: Dolphin Sightings
Dolphins are a common sight in this area, making the trip even more special. Several reviewers mention that they were thrilled to see dolphins swimming near the boat — a natural spectacle that elevates the whole experience. Watching these intelligent creatures play in their environment offers a sense of connection and wonder.
Personalization and Flexibility
One of the trip’s best features is its flexibility. You’re welcome to bring your own food and drinks, turning the boat into a floating picnic spot. The skipper is happy to extend the trip with prior notice, so you can enjoy a longer, more leisurely experience if desired. This makes it especially appealing for celebrations or special occasions, where customizing the day is part of the fun.
Why This Experience Excels

Authentic Sailing with a Touch of Tradition
Travelers appreciate the chance to connect with traditional Spanish sailing, a far cry from crowded boat tours. The vessel, a true piece of craftsmanship, offers a genuine maritime vibe. It’s perfect for those who want to learn a bit about sailing or simply enjoy the aesthetic of a classic boat.
Wildlife and Water Fun Combine
Seeing dolphins swim alongside the boat is a highlight for many, and the offering of paddleboards and inflatable mats adds a playful element. These features turn a simple boat ride into an active, engaging adventure suitable for all ages.
Personalized and Private
Unlike group tours that can feel rushed or crowded, this experience offers exclusivity. You control the schedule, activities, and environment, making it ideal for intimate celebrations or simply a peaceful day on the water.
Practical Aspects: Cost and Convenience
At $411 per group, this tour packs a lot of value — especially considering it’s private and includes several water activities and a dedicated skipper. The meeting point in Estepona is very accessible, and the activity’s duration of 2 hours is a good fit for most schedules, balancing adventure and relaxation.
Important Details and Considerations

Weather Dependence
Since sailing is contingent on wind conditions, the activity might be canceled or rescheduled in case of poor weather. The provider offers options to change the date or get a full refund if conditions aren’t safe. This focus on safety is a big plus.
Packing and Preparation
Travelers should bring passports or ID cards, sun protection like sunscreen, hats, and sunglasses. Comfortable clothes and shoes are recommended, and you might want to bring your own snorkeling gear if you plan to explore underwater.
Restrictions and Safety
Certain items are not allowed on board, including weapons, sharp objects, baby strollers, alcohol, fireworks, and anything that could pose a safety risk. The tour isn’t suitable for wheelchair users or people prone to seasickness, so plan accordingly.
Additional Info
You can cancel up to 24 hours in advance for a full refund, giving flexibility if your plans change. The experience is conducted in English, with some content in its original language, and includes a Bluetooth speaker for music, making the atmosphere lively or relaxed as you prefer.
The Experience in a Nutshell

This private sailing trip offers an approachable, authentic, and flexible way to experience the Costa del Sol from the water. The combination of traditional sailing, wildlife, and water-based fun makes it appealing for a wide range of travelers, whether celebrating a special day or simply wanting a peaceful escape.
The personalized nature means you’re not just another passenger but a guest shaping the experience. The crew’s knowledge and friendly attitude enhance the overall quality, and the opportunity to include your own food and extend the trip adds a layer of customizability that’s hard to beat.
Who is This Tour Best For?

This trip is ideal for small groups seeking a private, relaxed day at sea. Families with children who enjoy swimming and water activities will find it especially appealing, as will friends celebrating birthdays or other milestones. If you’re interested in spotting dolphins or want to learn about traditional sailing, this experience ticks many boxes.
However, those prone to seasickness or with mobility issues might need to consider alternative options, as the tour isn’t suited for wheelchair users or individuals sensitive to motion. The weather dependency could also influence your plans, so flexibility is recommended.
FAQs

How many people can join this sailing trip?
Up to 10 people can participate, making it perfect for small groups wanting an intimate experience.
What is included in the price?
The cost covers the private boat with a professional skipper, fuel, port fees, a complimentary drink per person, paddle surfboard, inflatable mat, and Bluetooth music.
Can I bring my own food and drinks?
Yes, you are welcome to bring your own food and beverages to personalize your trip.
How long does the trip last?
The experience lasts approximately 2 hours, with the option to extend with prior notice.
Is the trip weather-dependent?
Yes, sailing depends on wind conditions. If weather is unfavorable, options include rescheduling, receiving a gift voucher, or a full refund.
What should I bring?
Bring your passport or ID, sunscreen, hats, sunglasses, comfortable clothes, and suitable shoes.
Are there any restrictions?
Weapons, sharp objects, fireworks, and alcohol are not allowed. The tour isn’t suitable for wheelchair users or those prone to seasickness.
Where do I meet for the activity?
At Estepona Marina, behind the Control Tower, Blue and White Building, Pier 2.
Can I extend the trip?
Yes, with prior notice, you can book additional hours for a more laid-back experience.
Final Thoughts

This private sailing trip from Estepona offers a fantastic blend of tradition, fun, and flexibility. It’s well-suited for those looking for a peaceful, exclusive way to explore the Costa del Sol’s waters, with plenty of opportunities for swimming, wildlife encounters, and water sports. The emphasis on personalization, safety, and authentic sailing makes it an appealing choice for small groups, families, or special celebrations.
Whether you’re a nautical enthusiast, a nature lover, or simply seeking a memorable day at sea, this experience provides a meaningful, value-packed outing that captures the essence of coastal Spain. Just remember to check the weather, pack your essentials, and prepare for a day filled with sunshine, sea breeze, and perhaps even some dolphin friends.
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