Puerto Rico isn’t just about its lively streets and flavorful cuisine—it’s also a fantastic destination for sailing lovers. The island’s warm, clear waters, secluded coves, and vibrant marine life make it a sailor’s paradise. Among the options, we particularly like the Culebra All Inclusive Luxury Private Yacht Tour for its combination of comfort and exclusivity, especially if you’re after a personalized experience exploring tiny islands like Cayo Luis Peña or Isla Culebrita. This tour offers a 6-hour trip aboard a sleek 36 ft yacht, perfect for small groups wanting a relaxed day on the water with snorkeling gear, refreshments, and a USCG licensed captain. It’s an ideal choice for families or intimate groups who want both luxury and the chance to see Puerto Rico’s best-kept secrets.
If you’re more into high-performance sailing, the Intrepid 47’ Luxury Performance Yacht in Fajardo (see more) offers a versatile 6-hour rental with activities like jet skiing, paddleboarding, and snorkeling, making it great for thrill-seekers or those wanting a more active day at sea. For pure luxury, the 6 Hour Private 82′ Luxury Mega Yacht (more info) or the 4 Hour Private 82′ Mega Yacht (see details) give you the chance to charter a pristine vessel with top-notch amenities, tailored to your preferences. These yachts are perfect for celebrating special occasions or just indulging in the ultimate escape.
Below, you’ll find a detailed look at each of these sailing experiences to help you pick the right one for your Puerto Rico adventure.
1. Culebra All Inclusive Luxury Private Yacht Tour
Discover the pristine beauty of Culebra aboard a luxurious 36 ft yacht. This 6-hour trip offers a smooth and secure ride through Puerto Rico’s waters, exploring secluded spots like Cayo Luis Peña or Isla Culebrita. The boat is USCG licensed, ensuring safety and professionalism, and the friendly crew makes the experience even more enjoyable.
What makes this tour stand out is its all-inclusive approach—snorkeling gear, refreshments, and snacks are provided, making it perfect for families or small groups who want a hassle-free day on the water. You can bring your own alcoholic beverages, adding a personal touch to your trip. The itinerary includes stops at private beaches and vibrant coral reefs, ideal for snorkeling and soaking up Puerto Rico’s marine beauty.
While reviews are absent, the focus on comfort and exclusivity makes this tour highly appealing. It’s best suited for those who prioritize privacy, personalized service, and a relaxed pace. Since it’s a private tour, you can customize your day, which is a rarity with larger group excursions.
Bottom Line: This is a top choice if you want a luxurious, private experience with all the essentials covered for a memorable day exploring Culebra’s stunning islands.
$2,600.00 per group (up to 6)
2. Intrepid 47′ Luxury Performance Yacht 6 Hour Rental in Fajardo
For those who want a blend of comfort and adventure, the Intrepid 47’ is a fantastic option. This high-performance yacht offers a 6-hour window to experience Puerto Rico’s waters with plenty of options to customize your day. The vessel is top-of-the-line, and the crew prides itself on creating a flexible, fun-filled itinerary.
The tour includes a visit to Cayo Icacos, a secluded cove perfect for snorkeling and relaxing. What sets this experience apart is the wide range of activities available—jet skiing, sea bobbing, paddleboarding, and snorkeling are all on the menu. You can also opt for swimming with dolphins or just unwind on the pristine beaches. The crew is attentive and eager to entertain, making this a great pick for active travelers or groups wanting variety.
While reviews don’t specify guest experiences, the promise of tailored activities and a vessel equipped for fun makes this a versatile choice. It caters well to groups eager for an adventurous, all-in-one day on the water. Keep in mind, the price point reflects the luxury and variety of options.
Bottom Line: If you want a dynamic, activity-packed experience with plenty of water sports, this charter delivers a memorable day with a touch of performance and style.
$2,000.00 per group (up to 6)
3. Half Day Power Catamaran Island and Snorkeling Trip
The Half Day Power Catamaran offers a 4-hour escape to Icacos and Palomino Islands—two of Puerto Rico’s most stunning spots accessible only by boat. This trip emphasizes snorkeling in crystal-clear waters rich with marine life, with coral reefs ranging from 18 to 25 feet deep.
The boat is a power catamaran, providing a stable ride over the waves and plenty of space to relax or socialize. The highlights include snorkeling at vibrant reefs, sunbathing on the white sands of Palomino Island, and enjoying the unspoiled scenery. The itinerary is straightforward but well-curated, making it ideal for travelers short on time but eager to explore Puerto Rico’s underwater world.
This tour offers great value for those interested primarily in snorkeling and beach time, especially since it’s designed for a half-day adventure. The tour’s shorter duration suits families or groups with limited time but still wanting a taste of island life.
Bottom Line: Perfect for snorkelers and beach lovers who want a quick but thoroughly enjoyable day exploring Puerto Rico’s marine treasures.
$800.00 per group (up to 6)
4. 6 Hour Private 82′ Luxury Mega Yacht Rental in Fajardo
Imagine cruising the Puerto Rican waters aboard the impeccably maintained IVY, an $5 million 82’ Sunseeker Predator yacht. This luxury yacht offers an unrivaled experience for up to 12 guests, designed for those seeking the ultimate in comfort and style. The vessel is brand new, with interiors that reflect high-end craftsmanship, and it arrives in Puerto Rico with the capacity to visit private or popular islands, depending on your mood.
The crew customizes your itinerary, whether you want to relax on secluded beaches, explore reefs with snorkeling gear, or simply enjoy a scenic cruise. Because the vessel is owned directly by the company, there’s no middleman, ensuring the highest standards of maintenance and service. The experience can include a private captain, crew, and fuel, with options for special requests.
Guests have praised the vessel’s condition and the personalized service. The main selling point here is the luxury—it’s suited for celebrations, romantic getaways, or simply a splurge. The price reflects the exclusivity, but for groups wanting a private, high-end yacht experience, it’s hard to beat.
Bottom Line: This is your pick for a luxury, customizable yachting experience that makes an impressive statement and offers privacy at its finest.
$4,100.00 per group (up to 12)
5. 4 Hour Private 82′ Luxury Mega Yacht Rental in Fajardo
The 4-hour version of the same exquisite yacht provides a shorter, more focused experience. It’s perfect if you’re pressed for time but still want to indulge in the luxury of a private yacht. The itinerary emphasizes exploring reefs and beaches, especially the stunning Cayo Icacos, where you can snorkel and enjoy natural island beaches.
This vessel is also in pristine condition, with the same high-end amenities as the 6-hour option. The shorter duration means fewer stops, but the quality of the experience remains high. It’s well-suited for celebrations, romantic getaways, or small groups wanting a taste of luxury without a full day at sea.
Guests will find the service attentive, the vessel immaculate, and the cruising experience smooth. The main advantage here is efficiency without sacrificing the deluxe feel.
Bottom Line: Ideal for travelers wanting luxury on a tighter schedule, offering a high standard of comfort and privacy in just four hours.
$3,300.00 per group (up to 12)
How to Choose Your Perfect Puerto Rico Sailing Experience
Picking the right sailing trip depends on your interests, budget, and time. For a private, relaxed day exploring tiny islands, the Culebra private yacht (see details) is unmatched. If you want active water sports and a more energetic vibe, the Intrepid performance yacht (more info) offers plenty of options. For a short but scenic snorkel trip, the half-day tour to Icacos and Palomino (see here) is perfect.
For luxurious, fully customizable private charters, the 82′ luxury megayachts (6 hours) and the 4-hour (see details) are outstanding options. They suit those celebrating special occasions or seeking a high-end experience.
When booking, consider the season—Puerto Rico’s boating is best from December through April when the weather is most stable. Early booking is recommended, especially for private yachts during peak travel months.
Final Thoughts
Puerto Rico’s sailing options cover a wide spectrum—from intimate private yacht trips to active, adventure-filled days and ultra-luxury cruises. If you’re after a relaxed, family-friendly experience with all-inclusive amenities, the Culebra private yacht tour is a top pick. For those craving thrills and watersports, the performance yacht will deliver. And if a luxurious, private vessel is what you desire, the 82’ megayacht rentals offer unmatched style and comfort.
Whatever your style, booking early will help ensure you get your preferred date and vessel. All these options promise a memorable way to see Puerto Rico from the water—so pick the one that best fits your style and enjoy the sea.