Private Day Sail – South Coast of Puerto Rico

Imagine cruising along Puerto Rico’s southern shoreline on your own private sailboat—no crowds, no rush, just the sea, sunshine, and your loved ones. That’s exactly what this Private Day Sail offers. With glowing reviews and a solid reputation, it promises a laid-back day of sailing, snorkeling, and soaking up the natural beauty of the island’s quieter southern coast.

What we love about this experience is the chance to customize your day—whether you want to snorkel, paddleboard, or simply lounge in the sun. Plus, the crew’s professionalism and friendliness consistently earn praise. The only potential hitch? Since it’s a private tour with a fixed price for up to six people, it might seem pricey compared to larger group tours. However, for those seeking intimacy and flexibility, the value shines through.

This trip is perfect for travelers who want a personalized, relaxed outing rather than a hurried, crowded boat excursion. It’s suited for families, friends, or couples who appreciate authentic, tranquil experiences on the water. If you’re after a relaxing day in beautiful surroundings with a crew that genuinely cares, this tour might just be your cup of tea—or glass of rum punch.

Key Points

• Personalized Experience: As a private outing, it offers tailored stops and activities suited to your group’s preferences.
• Beautiful Marine Environments: Explore Jobos Bay Reserve, Cayo Caribe, and other wetland areas teeming with wildlife.
• Flexible Activities: Swimming, snorkeling, paddleboarding, or just relaxing—your choice.
• Knowledgeable Guides: The crew’s local insight and friendliness are consistently praised.
• Great Value for Small Groups: For up to six people, the price balances well against the personal service and exclusivity.
• Ideal for Relaxation: Calm waters and no big waves make it suitable even for those prone to seasickness or seeking a gentle day at sea.

An In-Depth Look at the Tour

The Itinerary and What Makes It Special

This full-day voyage runs for roughly six hours, starting from the quaint Fishing Club Guayama near Puerto de Jobos. The tour’s flexibility is what truly sets it apart. You’ll be aboard a well-maintained 36-foot sailboat with a captain and first mate dedicated to creating a personalized experience.

The cruise typically explores the Jobos Bay Reserve, a protected estuarine area rich in birdlife and mangroves. It’s a place where you can observe nature in relative seclusion—something appreciated by reviewers who mention the quiet beauty of the surroundings. The crew often takes you to Cayo Caribe, a private, tranquil spot perfect for swimming and snorkeling. One reviewer raved, “The water was perfect, and we loved jumping from the boat for a swim.”

Snorkeling and Paddleboarding

Included in the tour are snorkel gear and stand-up paddleboards, giving you options to get in the water. Several reviews highlight how fun it was to paddle around or snorkel in calm, clear waters. The crew is happy to help beginners and experienced snorkelers alike, making it a family-friendly adventure. One guest mentioned that they even saw iguanas and birdlife during the trip, which adds a touch of wildlife connection that many travelers find charming.

The Experience of the Crew

Reviews consistently praise the crew—Luis, Fidel, Gustavo, Giovanni, and Pedro—for their hospitality, local knowledge, and patience. From being attentive and kind to sharing stories about the area, the staff helps make the day memorable. Several guests mention how helpful the guides are, especially when it comes to giving tips for snorkeling or paddleboarding, or accommodating special needs.

The Views and Atmosphere

Sailing along Puerto Rico’s south coast offers spectacular scenery—mountains visible from the sea, lush wetlands, and secluded beaches. The water is described as very calm, making the sailing smooth and comfortable. One reviewer said, “We loved the way the crew explained the area’s natural features, and the scenery was breathtaking.” It’s a relaxing environment, perfect for unwinding and enjoying nature’s quiet beauty.

Food and Drinks

You’re welcome to bring your own food and beverages—perhaps some local snacks or drinks to enjoy on deck. While lunch isn’t included, many guests enjoy picnicking on the boat or at the stopping points. It’s a laid-back experience, designed for your comfort and preference.

Price and Value

At $680 per group—up to 6 people—the cost might seem high at first glance but consider what’s included: private, customizable itinerary, snorkeling gear, paddleboards, and the undivided attention of your crew. Many reviews state that it’s a good value for the level of service and intimacy you receive, especially if you’re traveling with friends or family.

Considerations and Practicalities

While the tour is generally suitable for most, there are some points to note. It’s not recommended for guests with mobility issues, as getting on and off the boat or moving around might be challenging. The boat is a classic sailing vessel, not a luxury yacht, which means it’s well-maintained but shows its age. One reviewer expressed disappointment about the boat’s condition, describing it as quite old and in need of repair.

However, other guests appreciated the charm and authenticity of a traditional sailboat. The tour operates from 9:30 AM to 3:30 PM, giving ample time for a relaxed exploration. Weather conditions are a factor—if poor weather cancels the trip, a full refund or alternative date is offered.

The Experience for Different Types of Travelers

This tour is best suited for those who value authentic experiences and don’t mind a small amount of adventure and unpredictability. Families with children comfortable in water, couples seeking a romantic escape, or groups of friends wanting a memorable day—all find something to love here. It’s especially appealing if you enjoy learning about the local environment and wildlife from knowledgeable guides.

Final Thoughts: Who Should Book This?

This private sailing trip offers an excellent balance of personalized service, natural beauty, and relaxed fun. It’s a fantastic choice for travelers wanting an intimate, customizable day on the water, away from crowded tours. The calm waters, friendly guides, and flexible activities make it suitable for all ages, especially those who appreciate nature and tranquility.

The experience is less about luxury and more about genuine connection with the environment and local guides. If you’re a traveler who relishes authentic moments, loves the idea of choosing your own adventure, and values quality over quantity, this sail could be your highlight in Puerto Rico.

However, keep in mind the boat’s age and condition if you’re more accustomed to high-end yachts. Also, consider your physical mobility, as getting on boat decks and enjoying water activities requires some agility.

This tour provides a beautiful, authentic, and calming way to experience Puerto Rico’s south coast, with the added bonus of expert guides and a flexible itinerary that adapts to your interests.

FAQs

How long is the tour?
The tour lasts approximately six hours, giving you plenty of time to relax, swim, and explore without feeling rushed.

Can I bring my own food and drinks?
Yes, guests are encouraged to bring their own food and beverages, perfect for picnics or enjoying a drink on deck.

Are snorkeling and paddleboarding included?
Absolutely. The tour provides snorkeling equipment and stand-up paddleboards at no extra charge.

Is this tour suitable for children?
Yes, it’s suitable for families, especially those comfortable in the water. However, it’s not recommended for guests with mobility issues or excess weight.

What should I wear?
Bring swimwear, sun protection (hat, sunscreen), and a waterproof bag for your valuables. Light, comfortable clothing is ideal.

What happens if the weather is bad?
If poor weather cancels the trip, you’ll be offered a different date or a full refund. The tour operates only in suitable weather conditions.

How many people can join?
This is a private tour for up to six guests, ensuring a personalized experience.

Is there a lot of walking involved?
No, the main activities are sailing, swimming, and snorkeling—minimal walking required.

In The Sum Up

This private day sail along Puerto Rico’s south coast offers a wonderful way to connect with the island’s natural environment in a quiet, intimate setting. The crew’s local knowledge and friendly attitude shine through in every review, making it clear that guest satisfaction is a priority. While the boat’s age might raise an eyebrow, many find the charm and authenticity more than compensate.

It’s best suited for travelers who want a flexible, relaxed day with plenty of water-based activities and a touch of local flavor. Perfect for families, friends, or couples eager to escape the crowds and enjoy some quality time on the water.

If you’re after a customized, authentic experience in Puerto Rico’s tranquil south, this sailing tour could be the highlight of your trip. Just remember to bring your sense of adventure—and maybe a waterproof camera!