Top Puerto Rico Day Cruises

Set sail across the Caribbean on this 1.5-hour cruise from San Juan and enjoy unforgettable views of the Puerto Rican capital. Hop aboard a traditional sailboat and sip complimentary drinks as you cruise along the coast. Keep your camera to hand as you pass landmarks and spot dolphins and sea turtles swimming and playing around the boat.

Escape the crowds on land and see a part of Puerto Rico that most travelers miss on a sailing tour by catamaran to Culebra Island —home to white-sand beaches and coral reefs, and hailed as one of the most beautiful islands in the world. Lunch, alcoholic drinks, and snacks are included on board, to keep you hydrated and refreshed. A visit to Culebra is weather-dependent, so other possible beach stops include the beautiful Icacos island or one of Vieques' beaches.

Turn a visit to Culebra into a smooth, all-in-one island escape on this high-speed catamaran day trip from Fajardo. Instead of arranging boats, meals, and beach time separately, cruise out for a full day of snorkeling over coral reefs and relaxing on pristine beaches. Optional round-trip transportation from Old San Juan, Condado, or Isla Verde makes getting there just as easy as the day itself.

Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride. Watch the island coastline glide by as the sun sinks toward the horizon. Sip a complimentary rum punch or sparkling wine with your family and friends and listen as your captain points out landmarks like El Morro Fort and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.

Live out your island castaway fantasies as you visit the deserted tropical island of Cayo Icacos from San Juan on this catamaran sailing cruise. Escape the crowds on land and sail into the aquamarine waters of the Caribbean, admiring views of the El Yunque mountains in the distance, before arriving at the nature preserve of Icacos for a leisurely day of swimming, snorkeling, lunch, and rum cocktails.

Go sailing and watch the sunset on a cruise from San Juan. Get great photo ops of Puerto Rico’s coastline and enjoy a comfortable sail on the Caribbean Sea. Your captain shares commentary about the region and provides complimentary drinks for your group of no more than six people.

Enjoy a new perspective on Old San Juan—and soak up Caribbean breezes and sunset views—aboard this evening boat tour. Following pickup at select local hotels, hop aboard the boat and find a comfortable seat on the deck. Then, spy highlights like Paseo De La Princesa, La Fortaleza, the San Juan City Walls, and more, all while the sun goes down. Light refreshments and alcoholic drinks are available on board.

Navigate the seas aboard an authentic sailboat during this excursion in the Bay of San Juan. While most boats these days have noisy motors, this sailboat experience exclusively uses the power of the wind. Enjoy views of Old San Juan from a different perspective and sip on beer or sangria as you sail; you may even encounter local wildlife like dolphins.

Our Full Day Tour is perfect for those who want to enjoy the best beaches on the East Coast of Puerto Rico on private boat where you will not have to deal with large groups of people and being uncomfortable! After a 25-minute navigation along the coast of Fajardo we usually visit two (2) destinations: Icacos Island or Palonimos Island. All our tours have a maximum capacity of six (6) persons per boat. The adventure starts at 9:00 am and finish at 4:00 pm Our Full Day Tour Includes: Private Captain & Crew Snacks (Charcuterie Board) Fruits Water Soda Ice Cooler Snorkeling Equipment Noddles as a floating equipment BBQ (Upon request and extra payment) Bathrooms with showers before and after the Tour.; Music

Visit the idyllic island of Icacos during this half-day beach and snorkel tour from Fajardo. There’s no set itinerary for the day meaning you can choose from a variety of activities to suit your interests. Make use of the provided snorkeling equipment to discover local marine life; soak up the sun on the white-sand beaches; or simply go for a stroll for views of the mainland and the rain forest.

Set sail off the coast of Puerto Rico in your own luxury catamaran with this charter tour for up to six people. You'll have a captain and crew on board so that you can kick back and enjoy the views. Snorkeling equipment will be provided and packages with or without lunch service are available.

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or the key of your choice. If music, relaxation, swimming, shallow water or deepest water is your lifestyle we have a spot for you. Paradise is waiting. We are your “Passport to Paradise”

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of Puerto Rico has to offer. Visit the local reefs and beaches near Fajardo. Go snorkeling in the beautiful reefs. We have various options for various groups. We have six passenger prices with everything included, and we also have Bareboat Charters from 7 to 12 passengers. In the bareboat charter the crew and the lunch or not included and have additional cost.

Los Cayos Day Adventure in La Parguera, Puerto Rico Discover one of Puerto Rico's natural treasures on this relaxing experience. Enjoy a guided 20-minute pedal ride across calm waters to Los Cayos, where you’ll reach a natural pool with turquoise water. There, you’ll have time to relax, swim, and enjoy about one hour in a Caribbean setting. - - - What Makes Chiliboats Unique? Unlike kayaks or canoes, our pedal-powered waterbikes provide a stable, easy experience for all skill levels. Their catamaran-style design offers balance and comfort on the water. Ideal for families, couples, and adventure lovers. - - - Important Information: * All tours are conducted on double Chiliboats (2 participants per unit). * Location: Chiliboats Waterbike Parguera – Punta Papayo, La Parguera. * Please arrive 30 minutes early for check-in. * Minimum height: 48" (1.22 m) | Maximum height: 6.5" (1.95 m). * Maximum weight: 240 lbs (109 kg) per person. * Marine conditions may vary; route may adjust for safety.

Avoid the crowds and enjoy the company of just your chosen travel companions on this private boat tour. Head out on the water to your chosen island destination, Cayo Icacos or Palomino Island, or both, and indulge in a complimentary onboard lunch and rum-based beverages as you cruise.

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.

Are you looking for the ultimate vacation experience? Look no further than our tailored charter experiences! And the best part? We own our vessels, ensuring that there's no middleman or confusion. So why wait? Book your dream rental experience today and let us show you the time of your life! 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.

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Icacos for snorkeling and natural beaches or Palomino for local island vibes and natural beaches, 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..