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 cooler. We depart at 8:30 AM at which time we will sail into the

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 start out with a sail through our lovely Potrero Bay. Our cr

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.

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 a remarkable alternative to the typical catamaran booze cru

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. T

Serendipity Charters
Book Now
z
EXCELLENT rating
Based on 771 reviews
Just do it. We were originally interested in one of the catamaran tours but we were a bit turned off by the label of "booze cruise". If you just want to get drunk with other loud Americans and motor around on a catamaran there are lots of options. Then we discovered Serendipity charters. This is a true sailing experience with a wonderful crew that went way beyond our expectations. The boat itself is very comfortable with 14 passengers and 3 crew. We all staked out our real estate on deck and in the cockpit but eventually we all moved around freely and it never felt crowded or unsafe. The sailing itself was very comfortable and the captain was extremely communicative about what was happening at all times. We were able to snorkel around a nice rock formation where we saw plenty of fish and a few turtles. They also served us great cocktails and delicious food throughout our trip. The porpoises guided us for a little while and then we had another amazing sunset as we glided back to the marina. All in all it was worth every cent and we would eagerly do it again on our next visit.
Andrew W
Andrew W
2024-02-26
Amazing sail and sunset Awesome experience! The boat was clean and high quality, the captain and staff were friendly, professional, and provided great service. It was a small group and very laid back and relaxing. Quality food and drinks were served, an hour plus spent in a beautiful calm bay/beach and a sail back during sunset. One of the best excursions I have taken on a vacation. If you are looking to relax and avoid the chaos of the booze cruise, this is a gem.
Tina
Tina
2024-02-26
Fantastic Sunset Cruise Our group of eight had a great time with Captain Bismarck and Jonathon. They treated us so well with delicious cocktails, snacks and lunch. They were personable and worked so well together. The snorkel and swim spot was enjoyable. Then we had tacos for lunch that were so good! They cared for their passengers, and were very engaging and safety conscious. The beautiful sunset with great friends with perfect music selection made for a fantastic finale to the day! We highly recommend.
D S
D S
2024-02-19
5 Star Trip! Excellent Experience Our trip was fantastic!!!! Bismarck, Christopher and Daniel were amazing. The food and drinks were good. Snorkeling was a blast. Seeing the sun going down at the same time the moon was up was incredible. Truly breathtaking views on a beautiful sailboat. Highly Highly recommend Serendipity Charters.
Linda
Linda
2024-01-29
If you want to SAIL... take the sloop. Treated like royalty. Wow. What a great experience. Bismark and his crew too such good care of us. We went out with our extended family. 7 adults and 7 children. The treated us like royalty. The sailing was wonderful, the cove we anchored in was quaint and had fun swimming and snorkeling. Lunch was fabulous and the drinks were...... copious. If you want to SAIL...... take the sloop, skip the catamarans. Highly recommended.
Fearless819451
Fearless819451
2024-01-27
Pura Vida for Sure! Amazing, carefree afternoon on the boat. Great snorkeling, tasty food and a fantastic crew made this trip special! Loved every minute of the cruise and will definitely do it again!
Dan O
Dan O
2024-01-26
Amazing! Amazing afternoon! 13 people was enough so it didn’t feel excess. Definitely not the booze cruise some of the catamarans can be! Crew were delightful and food fabulous I will certainly do this again if I return to beautiful Costa Rica
alison m
alison m
2024-01-24
A must do in Costa Rica I cannot recommend Serendipity highly enough!! It was a fabulous day! Six of us booked the all day private charter. Jonathan was our captain and Gerald was his mate. We loved them. They anticipated our every need and were so gracious, fun, and friendly! The sailboat was a 50 ft well-appointed monohull. The food and drink were wonderful and the snorkeling was great as well. I will be back!
Trish H
Trish H
2024-01-20
Another Fantastic Sail We have gone out with Serendipity many times. AGAIN, they did not disappoint. The crew was fantastic. Excellent trip - food was great. Crew took us out snorkeling. Had a great time.
Ailbe G
Ailbe G
2024-01-18
Happy Repeat Sailors. We sail with Serendipity every year we come. We love the sunset cruise and have sailed both with Lucky 13 & private charter. The food and drinks are delicious & plentiful. They have even improved over the years. The service is top notch. We appreciate that they use the sails as much as possible. The marina location makes it so much easier to comfortably get in and out of the sailboat. The best thing is the passengers are limited which makes for a great experience.
Lyn
Lyn
2024-01-15
OUR COMPANY OFFERS

Tour Pricing

Private Morning Sailing Charters
Nov 15 – May 1

$1200

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

May 1 – Nov 14

$1100

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

Private Sunset Sailing Charters
Nov 15 – May 1

$1350

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

May 1 – Nov 14

$1200

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

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).

Lucky 13- Shared Charter
$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.

Serendipity Charters
Book Now
z
EXCELLENT rating
Based on 771 reviews
Just do it. We were originally interested in one of the catamaran tours but we were a bit turned off by the label of "booze cruise". If you just want to get drunk with other loud Americans and motor around on a catamaran there are lots of options. Then we discovered Serendipity charters. This is a true sailing experience with a wonderful crew that went way beyond our expectations. The boat itself is very comfortable with 14 passengers and 3 crew. We all staked out our real estate on deck and in the cockpit but eventually we all moved around freely and it never felt crowded or unsafe. The sailing itself was very comfortable and the captain was extremely communicative about what was happening at all times. We were able to snorkel around a nice rock formation where we saw plenty of fish and a few turtles. They also served us great cocktails and delicious food throughout our trip. The porpoises guided us for a little while and then we had another amazing sunset as we glided back to the marina. All in all it was worth every cent and we would eagerly do it again on our next visit.
Andrew W
Andrew W
2024-02-26
Amazing sail and sunset Awesome experience! The boat was clean and high quality, the captain and staff were friendly, professional, and provided great service. It was a small group and very laid back and relaxing. Quality food and drinks were served, an hour plus spent in a beautiful calm bay/beach and a sail back during sunset. One of the best excursions I have taken on a vacation. If you are looking to relax and avoid the chaos of the booze cruise, this is a gem.
Tina
Tina
2024-02-26
Fantastic Sunset Cruise Our group of eight had a great time with Captain Bismarck and Jonathon. They treated us so well with delicious cocktails, snacks and lunch. They were personable and worked so well together. The snorkel and swim spot was enjoyable. Then we had tacos for lunch that were so good! They cared for their passengers, and were very engaging and safety conscious. The beautiful sunset with great friends with perfect music selection made for a fantastic finale to the day! We highly recommend.
D S
D S
2024-02-19
5 Star Trip! Excellent Experience Our trip was fantastic!!!! Bismarck, Christopher and Daniel were amazing. The food and drinks were good. Snorkeling was a blast. Seeing the sun going down at the same time the moon was up was incredible. Truly breathtaking views on a beautiful sailboat. Highly Highly recommend Serendipity Charters.
Linda
Linda
2024-01-29
If you want to SAIL... take the sloop. Treated like royalty. Wow. What a great experience. Bismark and his crew too such good care of us. We went out with our extended family. 7 adults and 7 children. The treated us like royalty. The sailing was wonderful, the cove we anchored in was quaint and had fun swimming and snorkeling. Lunch was fabulous and the drinks were...... copious. If you want to SAIL...... take the sloop, skip the catamarans. Highly recommended.
Fearless819451
Fearless819451
2024-01-27
Pura Vida for Sure! Amazing, carefree afternoon on the boat. Great snorkeling, tasty food and a fantastic crew made this trip special! Loved every minute of the cruise and will definitely do it again!
Dan O
Dan O
2024-01-26
Amazing! Amazing afternoon! 13 people was enough so it didn’t feel excess. Definitely not the booze cruise some of the catamarans can be! Crew were delightful and food fabulous I will certainly do this again if I return to beautiful Costa Rica
alison m
alison m
2024-01-24
A must do in Costa Rica I cannot recommend Serendipity highly enough!! It was a fabulous day! Six of us booked the all day private charter. Jonathan was our captain and Gerald was his mate. We loved them. They anticipated our every need and were so gracious, fun, and friendly! The sailboat was a 50 ft well-appointed monohull. The food and drink were wonderful and the snorkeling was great as well. I will be back!
Trish H
Trish H
2024-01-20
Another Fantastic Sail We have gone out with Serendipity many times. AGAIN, they did not disappoint. The crew was fantastic. Excellent trip - food was great. Crew took us out snorkeling. Had a great time.
Ailbe G
Ailbe G
2024-01-18
Happy Repeat Sailors. We sail with Serendipity every year we come. We love the sunset cruise and have sailed both with Lucky 13 & private charter. The food and drinks are delicious & plentiful. They have even improved over the years. The service is top notch. We appreciate that they use the sails as much as possible. The marina location makes it so much easier to comfortably get in and out of the sailboat. The best thing is the passengers are limited which makes for a great experience.
Lyn
Lyn
2024-01-15