Top Playa Flamingo Sailing Tours

Luxury shared that whispers, sunsets that stay with you. Sail the Golden Coast aboard a world-class catamaran, where impeccable service, gentle sea breezes, and exquisite details awaken your senses. Toast as the sun paints the Pacific in golden hues, then immerse yourself in crystal-clear waters for snorkeling, paddleboarding, or kayaking. An intimate, unforgettable luxury experience—designed for those who seek something truly extraordinary.

Leave the party-boat behind and set sail on a serene half-day sunset cruise on a semi-private, 50-foot (15-meter) boat. With only 13 passengers on board, sail the Gulf of Papagayo enjoying swimming, snorkeling, and fishing. Unwind with a cocktail from the open bar and look out over the lush coastline. Enjoy lunch served by the crew and watch the sunset over the horizon before heading back to shore.

Anna Holala offers a fully private catamaran experience in Guanacaste, focused on quality, comfort, and authenticity. Unlike crowned tours, every trip is designed for a small group, with fresh homemade food, carefully prepared drinks, and a relaxed atmosphere. This experience is ideal for couples, families, and travelers looking for a more personal and premium way to explore the coastline of Playa del Coco and Papagayo Bay.

Escape the crowds on land and admire Costa Rica’s stunning Costa Dorada (Gold Coast) from a fresh perspective during a private sailing tour from Playa Flamingo. Discover secluded coves and hidden beaches that are inaccessible by other modes of transport, and relish the undivided attention of your captain and crew.

Discover the surf beaches and jungle-clad shores around Playa Flamingo by private catamaran. Admire the views as you cruise the coast, look out for seabirds, and enjoy snacks and drinks on board. Stop along the way at a secluded bay, where you can dive in to swim, go snorkeling around the coral reefs, or even enjoy sea kayaking around the bay.

Get aboard the Lazy Lizard, the catamaran that will take you on a morning cruise through Playa Flamingo off the Guanacaste coast. Sea life is awake and active in the morning, so get on your snorkel and get amongst the coral reef and colorful fish. You can also kayak or stand up paddleboard. Lunch is provided too, with a range of alcoholic and non alcoholic beverages. Your guide will arrange everything so you can just enjoy the beauty of Playa Flamingo.

Admire views of Costa Rica’s Pacific Coast from the water as you cruise past golden beaches and scenic bays. Set sail in the afternoon on a private catamaran, swim and snorkel in an area known for diverse marine life, or try kayaking. Relax on board with unlimited drinks and snacks as you watch the sunset over the ocean.

Explore the crystal clear waters of the Pacific and discover marine life while snorkeling on paradise beaches. Relax on board with included open bar and close the experience with breathtaking sunset views. Book now and I lived a unique moment at sea us!

This service is for those that want the best quality service, food & drink, equipment and catamaran in the region of Guanacaste Costa Rica.

Either choose a full day, morning, or sunset cruise and get onto the beautiful water off Playa Flamingo with your private party. The food, alcohol, water equipment, boat, captain, and all will be taken care of for you while you sit back and relax, and maybe dive overboard to do some snorkeling. The crew will prepare a BBQ chicken feast and a full bar will open for you to enjoy.

We love the ocean and treat her with respect. We will not serve you on single use plastics nor will we practice any unsustainable fishing practice. We try and buy local produce when we can and support our community via our contributions of time and money to local charities. Because our yacht is a mono hu​ll, our guests experience the adventure of actually sailing. The waters in our area, Potrero Bay, are unique in that they offer flat calm waters, consistent breeze and breathtaking anchorages.