Serendipity Charters

Costa Rica Sailing
Flamingo and Tamarindo

Family Owned and Operated since 2012

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Celebrate real Sailing!! We offer Private Morning Charters (8:30-12:30) and also Private Sunset Charters (1:30-Sunset). With us you are chartering your own private yacht, complete with open bar, freshly prepared lunch, professional crew.

Our full day charter depart at 11:00-Sunset. The extra time gives us an opportunity to sail longer and explore more of our coast.

This is a great option if you are interested in sharing the boat with a few others, but still want to maintain the Serendipity experience This is not a booze cruise, but a sophisticated sailing tour.

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.

DREAM EXPLORE TREASURE

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Yacht
Serendipity

Experience the Guanacaste Coast

Our beautiful 50 foot Beneteau Oceanis, Serendipity, is the ultimate way to experience the Guanacaste Coast Line.

Tour Pricing

High Season - NOV 15 – APR 30
PRIVATE FULL DAY SAILING CHARTERS
(11:00 – Sunset)

$1950

For up to 10 guests;  $150/additional guest
(Children under 12: $135).

PRIVATE SUNSET SAILING CHARTERS
(1:30 – Sunset)

$1475

For up to 10 guests; $100/additional guest
(Children under 12: $85).

PRIVATE SAILING RENTAL IN THE MORNING
(8:30 – 12:30)

$1300

For up to 10 guests; $100/additional guest
(Children under 12: $85).

LUCKY 13- Mixed Group
(Sun & Wed, 1:30 – Sunset)

$125

Per person

(8–13 guests, no children under 4).

Please note we have different rates for Christmas, New Year and Easter weeks.

Green Season - MAY 1 – NOV 14
PRIVATE FULL DAY SAILING CHARTERS 
 (11:00 – Sunset)

$1850

For up to 10 guests; $150/additional guest
(Children under 2: $135).

PRIVATE SUNSET SAILING CHARTERS 
(1:30 – Sunset)

$1300

For up to 10 guests; $100/additional guest
(Children under 12: $85).

PRIVATE MORNING SAILING CHARTERS 
(8:30 – 12:30)

$1200

For up to 10 guests; $100/additional guest
(Children under 12: $85).

LUCKY 13- Mixed Group
(Sun & Wed, 1:30 – Sunset)

$125

Per person

(8–13 guests, no children under 4).

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A Real Sailing Experience

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.

Experienced & Safe Crew

Our Captain will determine the best locations to anchor based on winds, swell and tides.

Eco-Friendly

At Serendipity Charters, we pride ourselves on our commitment to care for our community and our environment.

OUR TEAM

meet our crew

BISMARK (HEAD CAPTAIN)

Captain Bismark Gonazales Ruiz and his family have lived on this coastline for generations and generations. He has been with Serendipity Charters since 2018 and has filled in to Head Captain role with grace and conviction. He is a well respected captain in our community and we are so lucky to have him, with his great humor, integrity and years of experience.

JONATHAN (CAPTAIN AND FIRST MATE)

Jonathan Cruz Alvarez has been with Serendipity off and on since our beginning. Born and raised in Brasilito, Jonathan is a true waterman, surfer, fisherman and the best octopus finder! He can read the weather, the waves and the ocean better than anyone we know. We are stoked to have his many talents on our team!

JEFFREE (CAPTAIN AND FIRST MATE)

Jeffree Mendoza Soto is originally from Nicaragua but has lived in Costa Rica most his life. He has been with Serendipity since 2015. He is helpful as a mate, professional as a captain and he is the best floating bartender around and is constantly creating unique cocktails. Ask him about his invention the "Flamingo", it's like a Costa Rican Paloma.

GERALD-MATE

Gerald Alvarez Tercero was born and raised in Playa Potrero. He is truly impressive with his fantastic language and sailing skills. Before joining our crew he was a sailing instructor at the Sailing Center and continues to run sailing camps for kids in both Costa Rica and the USA.

CHRIS-MATE

Chris Sanchez is the newest member to our team, joining us in 2023. His enthusiasm is contagious and we love having him in the crew. He loves to surf, sail and open cold beer for our guests with a smile! We look forward to growing with him for years to come.

BRAD-OWNER OPERATOR

Captain Bradley Ellen....the ol' Salty Dog has sailed all around the world including: 2 Panama Canal crossings, Trans Atlantic and Trans Pacific. At the moment he spends most of his time working on Serendipity's Transmission, but every now and then will take her out sailing with guests.

GENEVA-CAPITANA OF EVERYTHING ONSHORE (CO-OWNER)

Geneva Garcia Ellen knows surprisingly little about sailing considering she has lived on a boat and worked in the sailing industry for the better part of the last 20 years. Blame it on the desert she grew up in or blame it on her tendency to do little more than find a shady spot to sip wine when she is onboard.

CAMILE-ONSHORE ASSISTANT

Originally from France, Camille Ella Carreras has lived in Potrero since 2018. Even though she works onshore, she loves spending her free time on and under the ocean - sailing and diving. She is the friendly "face" you'll get when you email or message us.

Private Half Day Sailing Charters
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 $100 (Children 2-12 pay $85).

May 1 – Nov 14
Sunset charters

$1200

For up to 10 guests, each additional guest is $100 (Children 2-12 pay $85).

Morning charters

$1100

For up to 10 guests, each additional guest is $100 (Children 2-12 pay $85).

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Private Full Day Sailing Charters
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 $135).

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Small Mixed Groups-Lucky 13!

$120


Per person


Group size is from 9-13, (Children 3-12 pay $95). If we have less than 9 we will give you a full refund.

These tours are seasonal.

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Standard
$ 896

/per month

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PREMIUM
$ 1386

/per month

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DELUXE
$ 1250

/per month

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    testimonials

    What people are saying

    “Wouldn’t do a surf trip any other way.”

    Having lived in Costa Rica for more than 3 years I’ve had the opportunity to experience all kinds of tours and this was up there with the best. We did an overnight trip to Witches Rock and some other out of the way surf breaks with Serendipity Charters. Not only is spending the night on the boat great fun, but it puts you in the position to be the first boat on the break when the sun comes up. It felt like we already had a full day of waves before any other boats even showed up. The fully equipped kitchen aboard gave us options beyond the normal surf trip fare, and there was never a time when a snack or beverage was out of reach. On our sail back we were lucky enough to have some wind, so we cut the engines and enjoyed a relaxing sail and some swimming behind the boat. If you are a surfer looking for some world class, uncrowded waves, or a family looking for a great way to experience Costa Rica from the water, I would highly recommend a trip with Cap’n Brad on the Libre.

    Matt Tech / Admin in Silicon Valley

    “First Class Private Sailing, Snorkeling, and Sunset Sail in Flamingo… lifetime experience”

    My family and I spent the afternoon out with Serendipity Charters. It was one of the most memorable experiences ever as a family. Granted, the area of coast line, scenery, warm water, and tropical experience go a long way in making any experience amazing and memorable, but what really set it off for us was the level of service and helpfulness on Captain Brad’s boat. Sailing along the coast for an afternoon and watching the sun go down is an amazing experience… and the exclusivity and luxury of this boat and crew make it all the better. Highly recommended!

    Martyn H. / Owner Pura Vida Ride

    “One of our best memories of Costa Rica”

    The 5 of us were fortunate enough to have chosen to sail order clonazepam canada with Brad on his boat just a couple of days before Christmas. We had a morning sail and Brad took us past some gorgeous beaches, and we stopped at Honeymoon Beach, where we snorkeled around and then explored the beach and rocks and a cave. It was the most beautiful beach we had ever seen! And Costa Rica has a lot of beautiful beaches. Our three teenagers, ages 14, 16 and 18 said that the sailing trip was their favorite thing they did in the 3 weeks we were in Costa Rica. And we did a lot of things! High praises! Brad is a great host and an interesting guy. He listened to what we wanted to do and he made my son’s day when he offered him a second helping of lunch (really good chicken tacos!) I highly recommend sailing with Brad if you want to get away from the crowds and really go sailing. We would definitely do this again! Maybe we will try the sunset cruise! Thanks Brad!

    “The highlight of our Costa Rican vacation!”

    We recently vacationed in Costa Rica and our day of sailing with Captain Brad was the highlight of our trip! We booked the day so that we could experience ocean sailing and see if it was for us. TestimonialsCaptain Brad was very welcoming and built our day around what we wanted to do all while making sure that we experienced the beauty of the Potrero area. The day exceeded our expectations! We went to some quiet little bays for some snorkeling and swam to a pristine beach to see turtle tracks and howler monkeys. Lunch was prepared by Captain Brad himself who turned out to be a whiz with chicken tacos and snacks. While sailing we even saw a green sea turtle and a few dolphins! Overall we had a fantastic day. It was very easy to book and he offered to arrange transportation and directions as needed. We would highly recommend this if you are in the Playa Potrero or Tamarindo area.

    Kelly Bar / Ontario

    “Best activity of our vacation!”

    My wife, son (12), daughter (7) and I took a morning half day cruise with Captain Brad and had a blast! With the help of the crew, Daniel and Eric, my daughter reeled in a 25 lb. jack and was so excited. We stopped in a secluded bay, snorkeled and swam, then climbed back on board for a delicious lunch. While sailing back, a huge manta ray, about 15 feet from wingtip to wingtip, jumped next to the ship. Captain Brad maneuvered the ship so we could observe the ray, then let me jump overboard with a mask and swim with this wonderful creature. It is truly an experience that I won’t forget. We highly recommend this ship and captain!

    Tom C / Orlando, FL

    “Phenomenal Trip”

    We experienced an awesome trip aboard this beautiful 50 foot sailboat, it was one of the highlights of our 7 days in Costa Rica. We were fortunate to have a glorious sunshine filled day so our trip was just perfect. Geneva who is Brad’s wife, does the communication for him and she was terrific. She is prompt and helpful and we did everything via e-mail. Our trip was fabulous, the boat is well equipped, more than our day trip needed, but it was just an added luxury. Daniel, the snorkel guide, was great at diving down and forcing the fish out of their hiding spots. Our lunch was delicious, everything was so fresh and tasty. The drinks flowed as well and they were extremely gracious hosts. Thanks Brad, Geneva and Daniel for making this a wonderful experience on a fabulous boat. We all highly recommend this experience.

    Katy Boston / Trip Advisor Senior Contributor
    01

    Costa Rica

    The country is nestled in Central America between Nicaragua to the North and Panama to the South.

    02

    Location

    We depart out of the Flamingo Marina, giving our clients the convenience of safe parking and easy accessibility.

    03

    Other Attractions

    We operate our charters out of Bahia de Potrero and Playa Flamingo, Costa Rica.

    TOURS
    Serendipity

    Charters

    Come sailing with us on Serendipity and share the day with only those you know & love.

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    TOURS
    Overnight

    Sailing Charters

    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.

    View More
    YACHTS
    ACTIVE SINCE 2012

    Our Tours

    Mornings are a lovely time to be out on the water. The wildlife tends to be more active, the winds tend to be calmer and the weather is cool

    • Yacht
    • 20 guests
    • 4 cabins

    Watching the sun dip into the ocean from a yacht is something to be remembered for ever. That is how all of our sunset tours end. They will

    • Yacht
    • 20 guests
    • 4 cabins

    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 th

    • Yacht
    • 20 guests
    • 4 cabins

    Small Mixed Group, Lucky 13! On our Lucky 13, you will share the boat with a small group of people, around 13.  We pride ourselves on being

    • Yacht
    • 13 guests
    • 4 cabins

    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. W

    • Yacht
    • 20 guests
    • 4 cabins