A Private Sunset Sailing on the 50′ Beneteau in Costa Rica
When you think of Costa Rica, images of lush rainforests and wildlife might come to mind. But for a truly memorable experience, few things beat sailing along the Pacific coast on a private yacht. This tour offers a 4.5-hour journey aboard a beautifully maintained 50-foot Beneteau, based out of Playa Flamingo. For around $1,888.22 per group—up to 10 people—you get an intimate and tailored adventure, perfect for families, couples, or friends craving a mix of relaxation, activity, and jaw-dropping views.
What we love about this experience: First, the sailing itself—there’s something special about feeling the wind in your hair on a well-balanced monohull that’s designed for actual sailing. Second, the personalized service from experienced crew members who take pride in their craft and safety. The chance to snorkel, fish, or simply lounge in style makes this trip stand out.
A potential consideration? Because it’s a private tour, the cost is higher than larger group trips, so it’s best suited for those wanting a more exclusive outing. If you’re after a lively group experience or a budget option, some shared tours might be more appropriate. But if your goal is an authentic, tailored day on the water, this is hard to beat.
This tour is ideal for travelers who value authentic sailing, delicious local food, and stunning coastal scenery. It’s perfect if you’re looking to celebrate a special occasion, enjoy quality time with loved ones, or simply want to experience the Costa Rican coast from a unique vantage point.
Key Points

- Authentic Sailing Experience: You’ll actually sail on a well-equipped monohull, not just sit back on a motorboat.
- Private and Personalized: Only your group participates, allowing for a tailored day with dedicated crew.
- Multiple Activities: Snorkeling, fishing, swimming, or just relaxing on deck—your choice.
- Excellent Food and Drinks: Enjoy freshly prepared chicken tacos, healthy options, and a premium open bar.
- Beautiful Anchorages: The crew will find the best spots to swim, snorkel, or enjoy a remote beach.
- Experienced Crew: Noted for their professionalism, safety, and friendly attitude, making the experience comfortable and fun.
A Deep Dive into the Experience

Prefer personalized experiences? Here are other private options we've covered in Playa Flamingo
Starting Point and Timing
The adventure begins at Serendipity Charters in Flamingo Marina at 1:30 pm. The meeting point is straightforward and conveniently located, making transportation relatively simple if you’re nearby. The tour lasts approximately 4 hours and 30 minutes, a perfect length to enjoy a relaxed afternoon without feeling rushed.
The Yacht and Its Features
The 50′ Beneteau Oceanis is a stunning vessel, and it’s no exaggeration to say it’s a looker. Featured on the cover of Sail Magazine, it’s decked out with four bedrooms and four bathrooms—more than enough space for comfort. There are plenty of lounging areas both above and below deck, giving everyone space to relax or socialize.
Sailing and Anchorages
The crew will navigate up the coast, choosing the best anchorage based on weather and sea conditions. The waters in Potrero Bay are described as flat calm, with consistent breezes—ideal for a leisurely sail and comfortable swimming or snorkeling. You might even spot whales, dolphins, or rays—several reviews highlight sightings of marine life, making for an exciting day on the water.
Activities Onboard
You’re free to participate in snorkeling with the provided gear or fish using the onboard equipment. For those who prefer just to unwind, you can swim to a nearby beach or lounge on the boat, soaking in the scenery. The crew actively makes sure everyone has a chance to enjoy each activity.
Planning evening activities? Here are other after-dark options we've examined in Playa Flamingo
- Catamaran Sailboat / Sunset & Snorkeling Tour from Guanacaste
- Private Charter Sunset Snorkeling Fishing Good Food Open Bar
- All inclusive Catamaran Sunset Sail – (Drinks, Food, Snorkel)
- Sunset Catamaran in Playa Flamingo
- Private Sunset Catamaran in Playa Flamingo
- Private Sunset Sailing Experience (All Inclusive)
Food and Drink
The onboard menu features healthy chicken tacos with vegetarian and gluten-free options, served fresh and flavorful. The open bar includes premium alcohol, soda, and water, ensuring everyone stays refreshed throughout the trip. As multiple reviews point out, the food and drinks are considered top-notch, making it more than just a sailing trip but a culinary treat as well.
The Crew and Service
Reviewers frequently mention the crew’s professionalism, friendliness, and attentiveness. Bismark, Jeffree, Jonathon, and others are lauded for their knowledge of the area, sailing skills, and genuine hospitality. Many comments emphasize how they go above and beyond to ensure safety and comfort, often making the trip a highlight of their Costa Rican vacation.
The Value of the Experience
While this private tour costs more upfront, the value lies in the personalized service, the chance to sail on a top-tier vessel, and the flexibility to choose activities. The reviews consistently praise the quality of the food, the stunning scenery, and the memorable marine encounters. For those who love sailing or want an exclusive, tailored experience, the cost is well justified.
What Makes It Stand Out?
Authentic Sailing Experience
Unlike some tours that are mostly motoring, this trip offers the real joy of sailing—feeling the wind, adjusting the sails, and experiencing the boat’s performance firsthand. Reviews like “most incredible experience” and praise for “feeling the energy of the wind” highlight how this adds a sense of adventure missing from typical boat trips.
Customizable and Intimate
Since you’re only with your group, the crew can tailor the experience—whether it’s spending more time snorkeling, fishing, or simply relaxing. Several reviews mention how attentive and friendly the staff are, making the day feel special and personal.
Scenic Anchorages & Wildlife
The waters are described as calm and perfect for snorkeling. Sightings of dolphins, whales, and rays are common, turning your trip into a wildlife safari as well as a sailing adventure. The crew’s knack for finding the best spots ensures a memorable time in some of Costa Rica’s most beautiful bays.
Delicious, Fresh Food & Premium Drinks
The local, healthy menu and quality beverages elevate this trip from just an activity to a culinary delight. Many reviews rave about the tacos and cowboy caviar, adding a gourmet touch to your ocean day.
The Logistics: What to Expect and Practical Tips

Transportation and Meeting Point
The trip starts at Serendipity Charters at Flamingo Marina. It’s quite accessible if you’re staying nearby, but if you’re coming from farther away, plan for a short drive or arrange transportation. Since the tour begins at 1:30 pm, aim to arrive a little early to settle in.
Weather and Cancellation Policy
The experience is weather-dependent. If poor weather cancels your trip, you’ll get a full refund or rebooking options. Since Costa Rica’s coast generally has good sailing weather, cancellations are rare but worth noting.
Group Size and Cost
The price is listed as $1,888.22 for up to 10 people. If you’re just a couple, you’re effectively paying for a private yacht, which becomes a luxurious value compared to multiple shared tours. For larger groups, the cost per person drops, making it a great way to celebrate family or friends.
Accessibility
The tour is suitable for travelers with moderate physical fitness, and crew are willing to assist those with mobility issues. If you have special needs, just let them know in advance so they can accommodate.
Authentic Marine Adventures and Onboard Comfort
The boat itself offers modern comforts with plenty of lounging space, full bathrooms, and a well-equipped galley. The fact that it was featured on the cover of Sail Magazine underscores its quality and appeal to sailing enthusiasts. Multiple reviewers with years of sailing experience say they appreciated the boat’s performance and the crew’s sailing skill, making this a genuine sailing adventure rather than a touristy ride.
Marine Wildlife and Natural Beauty
Expect to see dolphins, whales, or rays—especially if you’re lucky. Several reviews mention sightings that turned the trip into a wildlife viewing tour. The crew’s knowledge and local expertise help locate the best spots, adding to the sense of discovery.
Snorkeling and Beach Visits
The provided gear makes snorkeling accessible, and the crew will find the best spots for underwater exploration. You might even hop onto a remote beach—a rare treat in a busy world. Plus, swimming off the boat in the calm waters is a peaceful highlight.
Final Thoughts: Who Will Love This Tour?
This private sailing adventure is especially valuable for those who treasure genuine sailing experiences, with a crew that’s skilled and attentive. If you’re drawn to calm, scenic anchorages and want the flexibility to choose activities, this tour fits the bill. The delicious food, premium drinks, and marine encounters make it more than just a boat ride; it’s a full-day immersion in Costa Rica’s coast.
Ideal for families, couples, or groups of friends seeking privacy and personalized service, it’s also perfect for celebrating special occasions. If your priority is a luxurious, authentic, and adventure-filled day on the water, we believe this charter offers excellent value—especially considering it includes a well-maintained vessel, expert crew, and all the highlights of the Costa Rican coast.
FAQ
Is this a private tour?
Yes, only your group will participate, ensuring a personalized experience.
What is included in the price?
Use of snorkeling gear, a healthy lunch of chicken tacos (vegetarian and gluten-free options available), a premium open bar, soda, and fishing equipment.
Can I snorkel?
Absolutely. The crew provides snorkeling gear, and they will find the best spots for underwater exploration.
What should I bring?
Bring sunscreen, swimwear, a hat, and any personal items. The boat has plenty of lounging space, but you might want a towel or underwater camera.
What if the weather is bad?
The tour is weather-dependent. If canceled due to poor conditions, you’ll be offered a different date or a full refund.
Is this suitable for people with mobility issues?
Yes, but please inform the crew in advance. They can help organize assistance on and off the boat.
How many people can fit on the yacht?
Up to 10 people for the listed price; additional guests are $110 each.
What time does the tour start and end?
The boat departs at 1:30 pm and returns after approximately 4 hours and 30 minutes.
Is there any age restriction?
While not explicitly stated, the reviews mention children and families, so it appears suitable for all ages with supervision.
To sum it up, this private sailing tour combines authentic sailing, scenic anchorages, and delicious local cuisine for a memorable day in Costa Rica. It’s best suited for those who value a tailored, intimate experience and want to enjoy the natural beauty of the coast in style. If you’re looking for a genuine sailing adventure with top-notch service, this trip offers excellent value and a chance to create lasting memories on the water.
More Evening Experiences in Playa Flamingo
- Small Group Sunset Sail for the Sophisticated Traveler
- Private Sunset Sailing Experience (All Inclusive)
- Private Sunset Catamaran in Playa Flamingo
- Sunset Catamaran in Playa Flamingo
- All inclusive Catamaran Sunset Sail – (Drinks, Food, Snorkel)
- Private Charter Sunset Snorkeling Fishing Good Food Open Bar
More Private Tours in Playa Flamingo
- Private Mega Combo Tour in Costa Rica
- Private Tour to Oropendola Waterfall and Hot Springs with Lunch
- Private Transfer From Liberia Airport to Hotel Riu Guanacaste
- Private Transportation From Liberia Airport to Reserva Conchal
- Private Catamaran Sailing Tour
- Private Snorkeling Tour by boat in Flamingo Beach
More Tour Reviews in Playa Flamingo
- Zip line and Monkey Park Activity at Guanacaste
- Waterfall & Blue Lagoon: Full-Day Tour in Rio Celeste Costa Rica
- Surf Lesson at a National Park in Playa Grande, Costa Rica!
- Volcano,Waterfalls,Horses,Hotsprings,Mudbath,Hanging Bridges
- Playa Conchal 90 min Kitty Cat Cuddle Session
- Wildlife Tour at Palo Verde National Park
More Playa Flamingo experiences we've covered
- Zip line and Monkey Park Activity at Guanacaste
- Waterfall & Blue Lagoon: Full-Day Tour in Rio Celeste Costa Rica
- Surf Lesson at a National Park in Playa Grande, Costa Rica!
- Volcano,Waterfalls,Horses,Hotsprings,Mudbath,Hanging Bridges
- Playa Conchal 90 min Kitty Cat Cuddle Session
- Wildlife Tour at Palo Verde National Park
- Miravalles Adventure Combo
- Palo verde river cruise, sugarcane liquor and cultural combo tour.
- Waterfall swim and Hiking Tour at Volcano Rincon de la Vieja
- Shuttle From Liberia Airport To Riu Guanacaste And Riu Palace
- Rio Celeste Waterfall & Sloth Encounter Tour
- Horseback Riding to Conchal Beach from Tamarindo & Flamingo
