Top Puerto Rico Cruises &amp; Sailing - page 13

Private Day Trip Culebra Boat from San Juan

7 hours 30 minutes

5.0

from $1,433

Price varies by group size

Crash boat beach with snorkeling and Gozalandia waterfalls

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first half of this west coast adventure. Crash Boat Beach is known for its calm aqua blue water and beach party vibes. After arriving at Crash Boat Beach you may want to relax in the sand, jump from the pier into the calm clear water, or look for bright tropical fish swimming all around the pier. There are plenty of restaurants and food truck-style kiosks serving everything Puerto Rico has to offer. Your chauffeur will arrive in a new black Ford Transit 350 XLT 15-passenger van equipped with Leather seats, window tints, and ice-cold AC. Your chauffeur will remain at the beach for the duration of your trip. Food and drinks are allowed on the travel vehicle. Crash Boat is known as a bit of a party beach, so if you looking for secluded and quiet this is not the trip. Grab your sunglasses and towel, it's a beach day!

Crash boat beach with snorkeling and Gozalandia waterfalls

8 to 10 hoursFree Cancellation

4.0

from $1,200

Private Catamaran Charter

6 hours

from $2,250

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Culebra for scuba diving, swimming with the dolphins, Palomino for watersports, or simply relaxing. With a little bit of planning and research, you can book the perfect boat for your next adventure and have a smooth charter experience with unforgettable memories. Our vessels are all top-of-the line and privately owned by us, so no middlemen. Captain, Crew & Fuel: Bareboat Charter is required to comply with US Coast Guard Regulations. We can refer you to a list of Qualified captains and crew upon booking if requested for a fairly seamless hiring process or you can of course bring your own crew members. Fuel is replenished by the renter based on what is used, your hired captain will usually agree to refuel for you.

6 Hour Private 60' Luxury Yacht Rental in Fajardo Puerto Rico

6 Hour Private 60' Luxury Yacht Rental in Fajardo Puerto Rico

6 hoursFree Cancellation

from $2,700

Experience the ultimate Caribbean escape aboard the 42-foot Lagoon Luxury Catamaran, sailing from Fajardo, Puerto Rico to some of the most beautiful private islands in the region, including Icacos, Cayo Lobos, and Palomino. Designed for comfort, space, and smooth sailing, this modern sail catamaran offers wide-open decks, shaded lounging areas, and an inviting interior, perfect for relaxing, socializing, and taking in breathtaking ocean views. Your charter includes delicious food and refreshing drinks, allowing you to fully unwind and enjoy the day without worrying about a thing. Dive into crystal-clear waters with snorkeling equipment, float and relax on the floating mat and swimming noodles, or simply soak up the sun while anchored off a pristine island shore. An experienced, fully licensed captain and professional crew ensure a safe, smooth, and unforgettable journey from start to finish.

42 Private Catamaran Adventure Puerto Rico

42 Private Catamaran Adventure Puerto Rico

4 hoursFree Cancellation

5.0

from $2,800

Are you looking for the ultimate vacation experience? If you're in the mood for exploring the stunning reefs with some snorkeling and natural island beaches, this is for you. We own our vessels, ensuring that there's no middleman or confusion. So why wait? Book your dream yacht rental experience today! Captain, Crew & Fuel: Bareboat Charter is required to comply with US Coast Guard Regulations. We can refer you to a list of Qualified captains and crew upon booking if requested for a fairly seamless hiring process or you can of course bring your own crew members. Fuel is replenished by the renter based on what is used, your hired captain will usually agree to refuel for you.

4 Hour Private 82' Luxury Mega Yacht Rental in Fajardo

4 Hour Private 82' Luxury Mega Yacht Rental in Fajardo

4 hoursFree Cancellation

from $3,200

Discover the rich history and vibrant culture of San Juan, one of the oldest cities in the Americas, on a comprehensive sightseeing tour. This experience offers the convenience of hotel pickup and the comfort of exploring the city in a private vehicle, accommodating groups ranging from 1 to 13 people. With a personal guide, you'll dive deep into the captivating stories of key districts like Old San Juan, Isla Verde, and Santurce. The tour beautifully blends visits to historical landmarks, trendy neighborhoods, art galleries, museums, and stunning beaches, offering a diverse and engaging experience. Learn about San Juan's fascinating past and vibrant present from your knowledgeable guide, making the most of your time in this captivating capital with a hassle-free and informative journey.

San Juan Sightseeing Private Tour

2 to 3 hoursFree Cancellation

4.3

(6)

from $475

Skip the crowds at Charco El Hippie and discover what most visitors never find — hidden caves, ancient Taíno petroglyphs, and a secluded waterfall deep in the Puerto Rico jungle that few people ever reach. This small-group guided day trip takes you to the off-the-beaten-path south side of El Yunque along the Rio Blanco in Naguabo. Hotel pickup from San Juan or Fajardo in an air-conditioned vehicle — no stressful mountain driving, no lost GPS signal, no car break-in risk at the trailhead. Choose your adventure: swim in crystal-clear natural pools beneath the main waterfall, or gear up with helmets for the full expedition — river rapids, ancient petroglyphs and hidden waterfalls. Please note that parts of the hike may be physically demanding, and participation in certain sections is at the guide’s discretion. Ends with a stop at the Naguabo Malecón — a Caribbean boardwalk with 30+ fresh seafood spots and ocean views. Small groups only. Limited spots per departure.

Waterfalls, Caves and Native Petroglyphs Adventure from San Juan

Waterfalls, Caves and Native Petroglyphs Adventure from San Juan

6 to 8 hoursFree Cancellation

5.0

from $99

Why Travelers Choose Us Private, personalized transportation. Friendly local hosts dedicated to making your journey smooth and stress-free. Professional, safe, and reliable service. Direct communication with your assigned host before every service. Flight tracking for all airport arrivals at no additional charge. Assistance before and during your visit by phone or text message. Transportation available 24/7 by reservation.

20 minutesFree Cancellation

San Juan Cruise Transfer

from $38

Price varies by group size

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Top Attractions in Puerto Rico

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Attractions

What are people saying about Puerto Rico

Old San Juan Golf Cart Exploration (Est. 2023)

Ajanae_S, Aug 2026

Book this tour!

We had an amazing golf cart tour of Old San Juan with Andres! He is incredibly knowledgeable and provided a fascinating, in-depth lesson on the history of San Juan and Puerto Rico. We enjoyed all of the historic sites and landmarks he shared with us, and his storytelling brought the city to life. Andres also offered excellent recommendations for local bars and restaurants, which made the rest of our visit even better. His passion for Puerto Rican culture and history was evident throughout the experience. We had an awesome time, learned so much, and would highly recommend this tour to anyone visiting San Juan. Thank you, for such a memorable experience!

La Parguera Boat Tour

Dianne_N, Aug 2026

Amazing trip

This was my first time taking a tour like this, and it was absolutely incredible! I don’t know how to swim, but Arturo made me feel safe and comfortable the entire time. He is funny, kind, and stayed with us throughout the whole tour, making sure everyone was having a great experience. The service was outstanding, and this was truly an unforgettable adventure. I highly recommend it!

El Yunque National Forest Guided Tour with Transport

Melissa_K, Jul 2026

Great trail without a waterfall slide

Great experience in the rainforest. We were able to take the trail that lead to an area with a water hole, drive by a waterfall (stopped to take pictures) and went to a viewing tower with panoramic views. I didn't want to go down a waterfall so this your was perfect. We were able to eat a quick lunch and grab souvenirs on the way back down. Our guide Ingrid was so informative about the area, Taino history and the native plants!

El Yunque Rainforest Guided Day Tour from San Juan

Andrea_D, Jul 2026

Great experience

Ingrid was a great tour guide. Gave us time to explore and didn't rush us. A lot of communication as to where we were going to get picked up and time. Definitely recommend with little ones. Take water shoes and you can change into/out of swimming clothes

Icacos Catamaran deserted Island, snorkeling, sailing and beach

Isiah_p, Jul 2026

Amazing First Time Catamaran Tour

Me and my group of 4 had a blast with Adrian and Angel, they were very friendly and took care of us. Snorkeling in the reefs with fishes was amazing and the beach on the island was the most beautiful I have ever seen. First time in PR and first time doing a Catamaran tour and would definitely book again, don’t hesitate to reserve your spot especially if you’ve never done this before we loved it!

Vieques: Sea Turtle Snorkeling Small-Group, Photos & Snacks

Juanita_R, Jul 2026

Great snorkeling experience

We really enjoyed our experience with the family seeing the turtles and we even saw a stingray, I love seeing everything in their natural environment. Best part of it all was getting video/pictures of us while we were there. Would definitely do again and had I known, I would've also booked for bio bay since he includes videos/pics!!

All-Inclusive Private Charter to Icacos or Palomino Islands

Renee_V, Jul 2026

Loved the day!

Ariana and Antwan were fantastic tour guides. They were very friendly and knowledgeable. The snorkeling was super fun but the reef we went to had no turtles, the island time was super fun, the snacks were delicious! We went as a family of 6 with 3 kids under 6 years old and the tour guides made sure everyone was safe and had fun!

Bioluminescent Boat Tour in Mosquito Bay, Vieques

MaryC_M, Feb 2026

Must-do on Vieques

A once-in-a lifetime experience. You see the stars and Milky Way above and the magical lights in the water. The catamaran offers a fabulous expansive view of the fish triggering the bioluminescence and you’re still able to stir the water with a pole to trigger the light yourself. It’s also easy to hear the guides and ask questions. They were extremely knowledgeable. If it rained that day, be prepared for mud and puddles walking to the launch from the shuttle van.