Private Half Day Sailing Charters


When you charter with us, you are chartering your own private yacht for the day, to be shared with the people you know and love. Our lovely Beneteau Oceanis sailboat was featured on the cover of Sail Magazine because it is the essence of style and class.  Come sailing with us on Serendipity  and share the day with only those you know & love.

Nov 15 – May 1
Sunset charters – $1350 for up to 10 guests, each additional guest is $100 (Children 2-12 pay $85).
Morning charters – $1200 for up to 10 guests, each additional guest is … READ MORE

Room Amenities

Private Full Day Sailing Charters – Flamingo Beach & Tamarindo


Hours: 11:00 AM – Sunset

For those who really love sailing or simply want to have the extra time to explore, we recommend our full day. Our Captain will determine the best locations to anchor based on winds, swell and tides. During our full day tours, we often have time to stop at two different spots, or one very remote location.

Nov 15 – May 1
$1850 for up to 10 guests, each additional guest is $150 (Children 2-12 pay $135).

May 1 – Nov 14
$1750 for up to 10 guests, each additional guest is $150 (Children 2-12 pay … READ MORE

Room Amenities

Small Mixed Groups-Lucky 13!

While we primarily offer private charters, we have created our Lucky 13 Tour so that smaller groups can mix together safely and still be able to have room to breathe and receive top notch service. We only take about 13 people, so our guests can rest assured they are not going to be crammed with 40 other people. These tours are seasonal. Please contact us for availability.

$120 per person.  Group size is from 9-13.  If we have less than 9 we will give you a full refund.

Please No Infants

Trip Includes

Pick up and Drop Off

  • We collect

Room Amenities

Costa Rica Overnight Sailing Charters – Flamingo Beach & Tamarindo


Our Overnight trips take your vacation to a whole, other level. With Serendipity, we have the freedom to sail where no roads can take you. We will explore this lovely coastline in style and privacy. Together, with our Captain and our guests, we will chose the right anchorages, based on weather, tides and their needs. We can sail for 2 hours and find a secluded bay, with a pristine beach or we can sail for 4 hours up into the Santa Rosa National Park.

Sailing up to Santa Rosa National Park, is an incredible experience. You will enjoy a 4 … READ MORE

Room Amenities



Our overnight surf trips to Witch’s Rock and Ollie’s Point, are adventures that dreams are made of. Live the classic footage from Endless Summer movie while surfing Costa Rica’s best surf breaks. We will be at a unique advantage, because we will usually be able to surf before the other boats arrive and often times after the other boats leave. And while everyone else is beating in to the wind on a motor boat, we will be sipping cold beers on the boat and swapping stories.

Sailing up to Santa Rosa National Park, where these waves are located, is truly … READ MORE

Room Amenities


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