San Juan offers some of the most engaging boat tours and cruises in Puerto Rico. Whether you’re after a romantic sunset sail, a lively day on the water, or a unique bioluminescent experience, this city’s waterways provide plenty of options. The San Juan Catamaran Sunset Sail with drinks [] stands out for its intimate size and spectacular views at sunset, making it a top pick for couples and small groups. Meanwhile, the Luxury Sailing Catamaran to Icacos [] offers a full day of fun, snorkeling, and relaxation with unlimited drinks and a gourmet Puerto Rican meal. If quick, reliable transfers are your priority, the private airport or cruise port transfers ensure smooth arrivals and departures.
This list covers a variety of experiences—from daytime sailing adventures to private sunset cruises—designed to match different interests and schedules. Dive into the details below to find your perfect water-based escape in San Juan.
1. San Juan Catamaran Sunset Sail with Drinks Included
At number one on our list, the San Juan Catamaran Sunset Sail offers a 2-hour ride on calm bay waters that’s perfect for unwinding. You’ll be welcomed aboard by a friendly crew and enjoy a small-group experience limited to six people, ensuring an intimate atmosphere. As the sun dips below the horizon, you can sip a complimentary rum punch or sparkling wine while admiring landmarks like El Morro Fort and San Juan Gate from the water.
What makes this cruise special is the timing—sunset in San Juan is truly stunning—and the cozy size of the group, which allows for genuine conversation and relaxed viewing. Guests consistently praise the friendly staff and the breathtaking scenery, with reviews highlighting the trip as a highlight of their visit. For those seeking a peaceful, personal experience with fantastic views and drinks, this cruise hits the mark.
Bottom Line: It’s an ideal choice for couples or small groups wanting a relaxed, scenic, and well-reviewed sunset sail that includes drinks and personal service.
2. San Juan Bay Day Sail with Drinks Included
For a shorter, 1.5-hour adventure, the San Juan Bay Day Sail is a great option. You can choose between morning or afternoon departures, and you’ll hop aboard a traditional sailboat to cruise along the coast. The tour’s intimate size means you get personalized attention, and the free drinks keep the mood light and festive. Along the way, you’ll pass San Juan Harbor and see the last remaining city gate from the water, giving you a fresh perspective on the city’s historic defenses.
Reviews consistently mention the friendly crew, relaxing atmosphere, and excellent photo opportunities. It’s perfect if you want a quick, scenic escape from the hustle, with the added thrill of spotting dolphins and sea turtles. The price point makes it a good value for those who want a taste of sailing without committing to a full day.
Bottom Line: A perfect half-day trip for families or couples seeking a relaxing, scenic cruise with drinks and wildlife viewing.
3. San Juan One-way Transfer – Cruise, SJU, Hotels, Airbnb
Landing in San Juan and need a reliable ride? The San Juan One-way Transfer offers a quick, hassle-free way to get from the airport to your hotel or Airbnb. This service is especially valuable if you want to avoid long taxi lines or confusing shuttles. The private vehicle can accommodate up to ten passengers with luggage, making it ideal for families or groups.
Guests praise the prompt, friendly service and the knowledgeable drivers who share tips about the city. It’s a straightforward, cost-effective option for starting your trip smoothly, especially after a long flight. Although only 20 minutes long, it sets a stress-free tone for your stay.
Bottom Line: A dependable, private transfer perfect for arriving or departing travelers who value convenience and comfort.
4. Private Transfer-TO or FROM: SJUAirport,Cruise,Hotels Puerto Rico
If your plans involve multiple stops or a flexible schedule, the Private Transfer service is worth considering. Operating between San Juan Airport and various destinations like Rincon, Isabela, and Aguadilla, it offers a personalized experience with flexible timing. You’ll meet your driver at baggage claim or your hotel, and the vehicle can hold up to ten people comfortably.
Guests highlight the professionalism and punctuality of the drivers, as well as the ability to customize pickup and drop-off locations. This service is especially good if you’re traveling with a lot of luggage or in a group that prefers a private, direct ride rather than a shared shuttle or public taxi.
Bottom Line: Ideal for travelers needing flexible, private transport across the island with the comfort of door-to-door service.
5. Premium Transfer in San Juan: Airport, Hotel, Airbnb, Cruise
For a more upscale experience, the Premium Transfer offers a quick, private ride from San Juan Airport to your accommodations or cruise port. Starting at just $25 per person, this service is perfect for travelers who want to combine affordability with comfort. The vehicles are air-conditioned, and drivers provide tips and local insights along the way.
Guests consistently report on-time arrivals, friendly service, and a smooth start to their trip. It’s especially good if you’re arriving after a late flight or catching an early boat. This service balances value with quality, making it a smart pick for budget-conscious travelers who still want a touch of luxury.
Bottom Line: A budget-friendly, private transfer with reliable service and personalized touches.
6. Historical San Juan Bay Sunset Sailing Tour
If you’re drawn to sailing with a touch of history, the Historical San Juan Bay Sunset Sailing Tour is a wonderful choice. This 2-hour cruise takes you past Castillo San Felipe del Morro and other iconic sights, all while enjoying the sunset’s glow. The small group of six ensures a peaceful experience, perfect for photographers or those seeking a relaxing escape. The captain shares commentary about the region’s history as you glide through calm waters, with dolphins often visible.
The combination of historical sights, scenic views, and a leisurely pace makes this tour stand out. Reviewers love the intimate atmosphere and the opportunity to relax while learning about San Juan’s past.
Bottom Line: A charming, educational, and relaxing sunset sail for history lovers and those craving a peaceful outing.
7. Airport Transfer to Cruise Ships, Hotels, Airbnb in San Juan
This dedicated airport transfer caters to cruise passengers and hotel guests needing swift, reliable transportation. It’s a group service for up to five people, costing $85. The drivers are punctual, friendly, and knowledgeable, helping you start or end your trip without stress.
Guests frequently comment on the convenience and professionalism, especially when arriving after a long flight or busy day. The service includes a smooth ride to your cruise or hotel, with the reassurance of a pre-arranged pickup.
Bottom Line: An excellent choice for cruise travelers or airport arrivals who prioritize reliability and efficiency.
8. Sail Away: Private Scenic Excursion from San Juan
This personalized private sailboat charter is a flexible way to explore San Juan’s waters. You can choose to help sail or just relax as your captain navigates around Old San Juan, the forts, and the bay. The tour includes a cooler for your drinks and snorkel gear if weather permits. It’s perfect for groups of up to six who want a bespoke experience.
Guests appreciate the ability to decide their own adventure—helping sail, swimming, or simply enjoying the scenery. The flexibility and exclusivity make it a standout choice for private outings.
Bottom Line: Best suited for those wanting a customizable, private day on the water with options for sailing or relaxing.
9. Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel
For a full-day luxury experience, the Icacos Catamaran offers unlimited drinks, snorkeling, water slides, and a Puerto Rican feast. The 6-hour cruise departs from San Juan and visits the stunning Cordillera Cays, with quiet beaches and vibrant coral reefs. The boat boasts private restrooms, shaded areas, and a capacity of just 49 guests for comfort.
Reviewers rave about the boat’s cleanliness, the friendly crew, and the quality of snorkeling and food. It’s ideal for families, couples, or groups seeking a premium all-inclusive adventure. The length of the trip makes it a great option to truly unwind and enjoy the sea.
Bottom Line: A top choice for luxury, snorkeling, and a day of pampered comfort on the water.
10. La Parguera Glowing Bioluminescent Bay Boat Tour from San Juan
Experience the magic of bioluminescence on this 8-hour tour to La Parguera’s bay. This small-group trip includes boat rides through mangroves, with commentary about the tiny dinoflagellates that light up when disturbed. The tour also features local appetizers and an opportunity to swim in the glowing waters. The long drive is rewarded with one of the most stunning natural sights in Puerto Rico.
Guests praise the intimate nature of the tour and the chance to see one of the world’s few bioluminescent bays. The nighttime experience, combined with a scenic drive and a delicious meal, creates a memorable day.
Bottom Line: A unique, family-friendly adventure ideal for nature lovers and those seeking a once-in-a-lifetime glow-in-the-dark swim.
11. San Juan Mini Boat Tour
If you want to get behind the wheel, the San Juan Mini Boat Tour lets you operate a small inflatable boat around the city’s waterfront. With capacity for three people plus the driver, it’s perfect for small groups or families. You’ll see Condado, Old San Juan, and Fort San Cristobal from the water, with guided commentary along the way.
Guests love the personal experience of driving the boat and the chance to get close-up views of key landmarks. The tour is flexible, fun, and offers a different perspective on the city’s shoreline. It’s particularly suited for those comfortable on the water and eager for an active adventure.
Bottom Line: An engaging, hands-on tour for those wanting an active water experience and personalized sightseeing.
12. Private Old San Juan Bay Boat Sunset-Night Cruise
This private 1.5-hour sunset and night cruise around San Juan Bay combines scenic views with a touch of romance. The boat takes you past landmarks like La Fortaleza, Castillo San Felipe del Morro, and Casa Bacardi—all with audio commentary. The quiet, private setting makes it perfect for couples or small groups wanting a peaceful, memorable ride.
Guests rave about the personalized experience and the beautiful sunset views, with some noting the great photos they captured. It’s an excellent way to wind down after a day of exploring or celebrating a special occasion.
Bottom Line: A romantic, private option suited for couples seeking scenic beauty and personal service.
13. San Juan Historical Bay Daytime Sailing Tour
If you prefer sailing with wind power, the San Juan Daytime Sailing Tour offers a classic experience on a traditional sailboat. It’s a 2-hour trip through the bay, passing San Cristobal Castle and other historic sites, all while enjoying drinks like beer or sangria. The small group ensures attentive service, and the quiet sailing provides a peaceful way to see the city.
Guests mention the knowledgeable captain and the relaxed atmosphere, ideal for those wanting to learn about the area while enjoying the sea breeze. This tour appeals to travelers who appreciate sailing with minimal engine noise and a personal touch.
Bottom Line: A relaxed, eco-friendly sailing experience perfect for history and sailing enthusiasts who want a peaceful outing.
14. Private Transfer – SJU Airport to Hotels, Cruise Port or Airbnb
For seamless arrival or departure, this private transfer service guarantees a smooth ride between San Juan International Airport and your destination. With professional drivers, real-time flight tracking, and a friendly approach, it ensures a trouble-free start or end to your trip.
Travellers appreciate the punctuality and personalized service, especially after a long journey. It’s perfect for groups who want to avoid taxis or shuttles and enjoy a relaxed, private ride to their accommodations.
Bottom Line: A stress-free, reliable option for airport or cruise transfers, especially suited for travelers valuing comfort and punctuality.
15. La Parguera Bio Bay Boat Ride and Swimming w/ San Juan Transport
Finally, the Bio Bay Boat Ride from La Parguera combines a scenic boat trip with an unforgettable swim in the bioluminescent waters. The tour features a comfortable boat ride, guided explanations, and a chance to jump into the glowing waters—an experience that’s hard to beat. The trip is long, around 9 hours, making it suitable for those who want a full-day adventure.
Reviews highlight the magical glow and the fun of swimming in waters that light up with every movement. The small group and the scenic village of La Parguera add to the charm.
Bottom Line: A full-day, family-friendly adventure for nature lovers and anyone eager to swim in glowing waters.
How to Choose the Best Boat Tour or Cruise in San Juan
When selecting your water adventure, consider your budget, available time, and interests. If you want a romantic experience, the sunset sails like the San Juan Catamaran Sunset Sail or the private Sunset-Night Cruise are excellent. For active travelers who love to operate their own boat, the Mini Boat Tour is a hit. Families and groups looking for a luxurious full-day outing will find the Icacos Catamaran irresistible.
Those seeking a natural spectacle should not miss the Bioluminescent Bay tours, which offer something truly unique. Meanwhile, travelers arriving or departing can secure peace of mind with reliable airport transfers. Book early, especially for popular tours like the Icacos Catamaran or the Bioluminescent Bay, to ensure you don’t miss out on these unforgettable experiences.
San Juan offers an impressive array of boat tours and cruises that cater to every taste. Whether you’re after a serene sunset sail, a lively snorkeling adventure, or a private boat to explore at your own pace, you’ll find something perfect. For most travelers, a combination of a scenic daytime cruise and a special sunset sail provides a well-rounded experience. If you’re traveling with family or a small group, the private options provide comfort and exclusivity. Remember, these tours fill up quickly during peak season, so it pays to book early and plan your water adventures in advance.