Top Puerto Rico Cruises &amp; Sailing - page 10

Puerto Rico San Juan Private Transportation Experience

6 hoursFree Cancellation

from $600

1 hour Luquillo Guided Jetski Tour to Las Picuas

1 hour

4.4

(5)

from $220

Once I pick you up you will enjoy the beautiful mountains of Puerto Rico, we will see waterfall on the way to Gozalandia and we will enjoy a Coffee factory that you will enjoy how coffee is make, purchase your coffee and take a souvenir. You will learn so much about the island since your driver is a certified tour guide with 21 of experience. He will share other attractions to do and help you with any need. You will be traveling in a 2024 vehicle. With AC.

Tropical Rainforest in Gozalandia Waterfall Puerto Rico

7 to 8 hoursFree Cancellation

Transfer Ceiba Port Vieques and Culebra to San Juan Area or San Juan to Ceiba Po

(14)

from $145

1 hourFree Cancellation

from $125

Ride the Waves in Puerto Rico-Surfing Lessons

2 hoursFree Cancellation

4.2

(5)

from $125

Ponce, Yauco, La Parguera & BioBay Full Day Experience

*Includes driving time* Ponce We begin in the charming city of Ponce, known for its neoclassical architecture and historic charm. You’ll explore the heart of the city at Plaza Las Delicias, admire the iconic Parque de Bombas firehouse museum. Yauco We head into the hills to discover Yaucromatic, a bold urban art project that transformed this mountainside town into a living mural. Private Boat Adventure In the afternoon, we make our way to La Parguera. There, a private boat will take you across turquoise waters to Cayo Caracoles, a dreamy sandbar. Enjoy the sunset at sea with breathtaking views and a laid-back island vibe. Swim in the Bioluminescent Bay As night falls, get ready for the highlight of the tour — a night swim in Puerto Rico’s bioluminescent bay, where microscopic organisms light up the water around you.

Ponce, Yauco, La Parguera & BioBay Full Day Experience

8 hours 30 minutes

Discover Old San Juan: Private Historical Tour by Can-Am UTV

(3)

from $375

2 hoursFree Cancellation

4.2

(86)

from $320

Private airport transfers in Puerto Rico offer a seamless transition from your flight to local beaches and vibrant towns. Whether you're arriving in Aguadilla or San Juan Airport or Cruise Port, enjoy personalized service with a friendly, bilingual driver who assists with your luggage and ensures a comfortable journey to your destination. Sip on complimentary cold bottled water while soaking in the charm of Puerto Rico's coastal landscape. This service guarantees a stress-free start or end to your trip, allowing you to focus on creating unforgettable memories in paradise. - Real-time flight tracking ensures timely pickups - Door-to-door service for ultimate convenience - Hassle-free transport for groups of up to 11 passengers

Transfer from San Juan to Rincon or Rincon to San Juan

Transfer from San Juan to Rincon or Rincon to San Juan

3 hoursFree Cancellation

Price varies by group size

from $167

Private Transfer: SJU Airport or Port to Humacao and Nagüabo

1 hour to 1 hour 30 minutesFree Cancellation

from $200

Explore the Craft: West Coast Brewery Tour What sets us apart? We are the first brewery tour on the island to exclusively visit locally owned and operated breweries. Our goal is to celebrate the island's very unique craft beer scene. Puerto Rico is home to over 25 local micro/nano breweries. The Puerto Rico Brewery Tour provides you with safe transportation to visit some spots that you may not be able to otherwise.

West Coast Beer Tasting Adventure in Puerto Rico

West Coast Beer Tasting Adventure in Puerto Rico

3 to 5 hoursFree Cancellation

Transfer SJU Airport to Ponce and Juana Diaz. Hotels and Airbnb Vice Versa 1 Way

(2)

from $200

1 to 2 hoursFree Cancellation

(5)

from $260

Private Transport from SanJuan to Rio Grande Luquillo Puerto Rico

45 minutesFree Cancellation

4.5

from $30

San Juan Nightlife Guided Experience; Art & Music Tour

We provide a seamless and elevated experience with a professional driver and certified tour guide, ensuring comfort, safety, and local expertise throughout your journey. Enjoy round-trip transportation in a modern, air-conditioned minivan, designed for a smooth and relaxing ride. Your tour takes you through the best nightlife spots in San Juan, where you’ll safely explore the city’s vibrant atmosphere after dark. Immerse yourself in the rich culture of Puerto Rico through art, live music, and authentic local connections, creating a memorable and engaging experience beyond the typical tour.

San Juan Nightlife Guided Experience; Art & Music Tour

4 hoursFree Cancellation

4.0

from $95

Private One Way Transfer Sju Airport to Rincon, Aguada and Añasco

2 to 3 hoursFree Cancellation

from $395

On this trip we offer you a sailboat trip experience during 6-hours tour from the coast of Fajardo to two (2) different destinations: Icaco Island and Palomino Island, in combination with snorkeling, swimming experience and much more. The trip include: (1) Food (cold cuts, assorted cheeses, appetizers, assorted dips with chips and snacks), (2) Drinks (water, soft drinks, local beers) and (3) Onboard amenities (Snorkeling equipment, paddle board, floating water mat, open swim platform, music radio, life jacket in all sizes, toilet, ice cooler). We have offered private sailing and snorkeling adventures on Puerto Rico’s east coast (Fajardo) for over 19 years. We’re fully licensed and U.S. Coast Guard-certified, taking you to beautiful spots like Icaco and Palomino Islands. Based in SunBay Marina, we craft unforgettable experiences for up to six guests. This is the perfect way to enjoy an unforgettable day on the water in Fajardo, Puerto Rico! La Isla del Encanto.

Private Karibe Sailing and Snorkeling Tour

Private Karibe Sailing and Snorkeling Tour

from $895

Enjoy convinient pickup at the at a convinient spot in Condado or by the Cruiseship to drive to El Yunque. Discover the only Rainforest in the National Park Service, do it's most famous and easiest trail and refresh in it's pond before heading to Old San Juan Stop by the Capitol Building distric and discover it's history and surrounding monuments, squares and landmarks. Learn the colonial history but also how Puerto Rico became the little engine that could and in 126 years transitioned from one of the poorest islands to the richest one in the Caribbean. Enter Old San Juan and see it's Top 80 Landmarks in a relaxed and easy way as you stroll it's narrow, colorfull and cobblestone paved streets avoiding the heat or rain in a cooled atmosphere. Step back in time walking the most important areas and fall in love with the colonial beauty of the oldest city in America, it's churches, buildings, monuments and solid rock fortifications. We will end this tour back at your departing spot.

Private Old San Juan & El Yunques's Angelito Trail Tour 5HR

Price varies by group size

from $400

Private Trip to Cayo Icacos Island

4 hoursFree Cancellation

3.0

from $800

Private Transportation Provider

1 dayFree Cancellation

1.0

from $95

Half-Day Private Boat Experience – Appetizers & Drinks Included

4.8

(32)

from $900

Visit three iconic Puerto Rico beaches in one unforgettable day—swim in the natural pools of Piñones, enjoy stunning views of El Yunque from the highway to go relax on the palm-lined sands of Luquillo Beach. A lunch time is planned on the beautiful coast of Pinones. Ending in one of the clearest water of the island to feed the fishes at Balneario El Escambron. This experience combines Caribbean scenery, local culture, and authentic Puerto Rican food along the island’s beautiful northeast coast.

Beach Tour Discover 4 Iconic Beaches on the Northeastern Coast

Beach Tour Discover 4 Iconic Beaches on the Northeastern Coast

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, you can narrow down your options when submitting a form here or simply giving us a call. 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..

4.5

from $99

4 Hour Private Luxury 65' Yacht Rental in Puerto Rico

4 Hour Private Luxury 65' Yacht Rental in Puerto Rico

4 hours 30 minutesFree Cancellation

4.0

(2)

from $2,100

Public or Private Boat Trip to Icacos & Palomino

4 hoursFree Cancellation

(21)

from $1,300

Group Taxi from San Juan Airport to Ceiba Ferry - Round Trip

1 hourFree Cancellation

from $63

Price varies by group size

El yunque rain forestWater Slider and Natural Pool in Puerto Rico

Old San Juan Golf Cart Exploration (Est. 2023)

from $75

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Top Attractions in Puerto Rico

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Attractions

What are people saying about Puerto Rico

Daniel_K, Jul 2026

Best way to see San Juan

Chris is an amazing tour guide - very friendly, very knowledgeable and very patient to allow people to see things at their leisure. We even stopped and got a drink! I had surgery recently. there is no way I could’ve done all that walking and we really got to see everything in the main part of the city. Chris was very aware that my mother had some mobility issues and made sure she was comfortable at every stop. He was very safety conscious also.

Icacos Catamaran deserted Island, snorkeling, sailing and beach

Brandee_P, Jul 2026

⭐ 10/10 Experience—A True Puerto Rican Experience We'll Never Forget

If you're on the fence about booking this catamaran... let this be your sign. BOOK IT. This experience was an absolute 10/10 and one of the highlights of our entire Puerto Rico trip! I've been on excursions before, but this one was different. It never felt like we were just another group of tourists. From the second we stepped on board, Adrian , Zoey and crew welcomed us with huge smiles and made us feel like we were spending the day with friends. Before we left the harbor, they explained all of the safety procedures and boat rules in a way that was clear, fun, and reassuring. You could immediately tell that this crew genuinely cared about everyone's experience. One person in our group doesn't know how to swim, and I was so impressed by how the crew handled it. There wasn't a single ounce of pressure or judgment. Instead, they made her feel safe, confident, and included every step of the way. My aunt had never snorkeled before and was honestly scared of the water. Zoey deserves a special shout-out because she went above and beyond to make sure my aunt could still experience the incredible beauty of Puerto Rico's ocean. Instead of feeling left out, my aunt and her friend relaxed on the front steps of the catamaran with a safety rope, where they were able to watch colorful tropical fish and admire the reef without ever feeling uncomfortable. That level of thoughtfulness meant everything to our family. The hospitality was next level. Drinks started flowing as soon as we left the harbor and somehow our cups were never empty. The crew was constantly checking on everyone, making sure every single guest was having the best possible time. The beach stop was breathtaking. Whether you wanted to snorkel, float on the water mats, walk along the beach, swim, or simply relax and enjoy paradise, the crew made sure everyone could experience it in the way that felt right for them. And then...just when we thought the day couldn't get any better... On the ride back, the crew surprised all of us by pulling out instruments and performing live Puerto Rican music right on the boat! Suddenly everyone was singing, dancing, clapping, and celebrating together. It didn't feel like an excursion anymore it felt like we were getting to experience the heart of Puerto Rico. It was authentic, joyful, and something I'll never forget. By the time we returned to the harbor, every single person in our group was smiling. We saw the tip box and couldn't wait to contribute because this crew earned every penny. Their kindness, professionalism, energy, and genuine love for what they do made this one of those rare experiences that you'll remember for years. If you're looking for more than just a boat ride if you want incredible views, outstanding service, a crew that truly cares, and an unforgettable Puerto Rican experience this is it. 10/10. Five stars isn't enough. We'd book this again in a heartbeat!

El Yunque National Forest Guided Tour with Transport

Kendra_D, Jul 2026

Perfect Tour

Isaac was Ana AMAZING guide. He provided us with sooo much information about El Yunque and made sure that we were comfortable the entire hike. He brought us to a lunch spot after our hike for authentic Puerto Rican food which was soooo good! Overall, the experience was great!

Small Group El Yunque Half Day Tour with Transport: Waterslide

Valerie_H, Jul 2026

This has to be the best...

This has to be the best tour in my opinion on account for us being the first ones there! We had quiet for the first 30 minutes, unbothered and unrushed for all my questions about plants along the hike, and then the real crowds arrived just as we were leaving. Wouldn't have wanted to be in a later group. Michael was an informative and hilarious guide.

Bioluminescent Bay Kayak Trip from Vieques

Jasmine_V, Jun 2026

Visiting the bio bay is...

Visiting the bio bay is one of the main reasons I came to visit Puerto Rico in general and it truly was an unforgettable experience and memory to never forget. Our guide was super knowledgeable, makes you feel comfortable if you're a beginner and you can tell takes care and pride of the bay. I would definitely book again when coming back :)

Tobias Icacos Half Day Tour

Remy_C, May 2026

So glad I pulled the...

So glad I pulled the trigger and booked this. I was debating whether we needed it given we’d already done a beach day, but the boat trip, snorkeling, and secluded island beach were absolutely worth it. The 4 hour duration was the perfect amount of time and the crew was fun and professional. If you’re on the fence, book it!!!

Historic Old San Juan Sunset Walking Tour

Kate_G, Apr 2026

Highly recommend!

We did the tour with our kids (8 and 9) and loved it. The timing was perfect, ending right at sunset, and the cooler evening weather made it much more comfortable. The history was fascinating, especially learning it in the exact places where it happened. Our guide Adrian was friendly and engaging, and even kept our kids interested. The walking pace was slower than we’re used to, but that made it great for sightseeing, photos, and accessible for just about everyone. Highly recommend!

All-Inclusive Private Charter to Icacos or Palomino Islands

Esther_M, Apr 2026

We had such a great time...

We had such a great time on our private boat charter! The captain and boat mate were both incredibly attentive, helpful, and made the whole experience feel easy and fun from start to finish. They made sure we were comfortable the entire time and really went above and beyond for us. The boat was beautiful, the vibe was perfect, and we honestly couldn’t have asked for a better day on the water. Highly recommend!

Icacos Double Dip Power Catamaran Snorkel & Beach Tour

Lindsey_O, Mar 2026

You should book this one!

It was amazing and exactly how it was described. The crew was the best! Always made sure we had what we needed. I read so many reviews and this trip was the best and will not disappoint. The food and drinks were delicious and very plentiful. Loved it and will definitely book with them again!!

Private All Inclusive East Coast Keys Tour and Snorkel Experience

kiara_d, Mar 2026

Maria birthday

The experience was absolutely fantastic!! The captain yamil made our experience 10x better. He was very entertaining and informative. From seeing sea turtles, meeting new people, & learning about our mini islands. The sandwiches he provided was the cherry on top (delicious!!) Sailing with yamil felt like family!

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.

Private Sunset Escape: Sailing an Island Paradise

Michelle_S, Jan 2026

Amazing Time and Views!

This was so worth it! Wear bathing suits as you will have the opportunity to jump into the water. The captain also has a nice raft that he hooks to the boat. The ride is perfect for small children and they will love the speed the boat goes! Our kids are 11 and 14 and had a blast!