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Small Group Sunset Sail for the Sophisticated Traveler

Recommended by 100% of travelers
Playa Flamingo, Costa Rica
Great choice
5+ bookings last month.
  • 4 to 5 hours (approx.)
  • Mobile ticket
  • Offered in: English

Overview

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.
  • Semi-private, 50-foot (15-meter) sailboat with a maximum of 13 passengers
  • Sail around the Gulf of Papagayo overlooking the ocean and coastline
  • All watersport equipment provided (guided snorkeling available)
  • Includes meal, snacks, and open bar, and premium bottle service

What's Included

  • Lunch
  • Fresh fruit
  • Appetizers
  • Unlimited drinks with premium bottle service
  • Fishing gear
  • Snorkeling gear
  • Guided snorkeling
  • Gratuities
  • Hotel pickup and drop-off
  • Please Bring swimsuit, sunscreen, sunglasses, hat, and towel

Meeting and Pickup

Meeting point

  • Serendipity Charters
    Flamingo Marina, Provincia de Guanacaste, Flamingo, 00000, Costa Rica

    We depart from the new Flamingo Marina! You can leave your car in the lot, but please do not leave any valuables in your car. Please arrive promptly at 01:30 PM. Once you head down the ramp, turn right. Our slip is the last one on the dock :)

End point

This activity ends back at the meeting point.

Operating hours
.1:30 pm

Itinerary

1

Serendipity Charters-Sailing Costa Rica

3 hours Admission Ticket Free

Playa Flamingo (Pass By)

Las Catalinas (Pass By)

Playa Conchal (Pass By)

Additional Info

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Not wheelchair accessible
  • Minimum age is 3 years
  • Maximum of 13 passengers
  • Bring swimsuit, sunscreen, sunglasses, hat, and towel
  • Vegetarian option is available, please advise at time of booking if required
  • Near public transportation
  • Please advise any specific dietary requirements at time of booking
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund
  • Infant seats available
  • Travelers should have a moderate physical fitness level
  • This tour/activity will have a maximum of 13 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Reviews

5.0
based on 219 reviews
Total reviews and rating from Viator & Tripadvisor
Sort by: Most insightful

Small group, peaceful

Nicholas_C, Jul 2026
Definitely worth it. Small group and very peaceful. We went quite a long way along the coast (avoiding storms) and went snorkeling and then later circled around a group of dolphins. The staff was excellent and were super friendly and accommodating. Also the office staff was excellent and fast to respond to questions. 100% happy. My favorite part was just seeing the coastline, cliffs, and forests from a different perspective.

Response from Host, Jul 2026

Hola Nicholas, Thank you so much for your kind words! It means the world to us to be able to provide the experience you deserve on your hard-earned vacation. We're so happy you had such a lovely time, and we hope to welcome you back on board the next time you're in Costa Rica!

Best thing we did

Paul_S, May 2026
Best thing we did in Costa Rica captain and crew were awesome! Captain went out of the way to follow group of dolphins really made it special! Sunset was so beautiful!

Response from Host, May 2026

Thank you so much! We’re thrilled to hear it was the best part of your Costa Rica trip. Seeing dolphins out on the water always makes the experience extra special, and we’re so happy the crew could help create such a memorable sunset sail for you. Hope to have you back aboard someday!

This experience was...

Gerna_P, Jul 2025
This experience was absolutely worth it and perfect for a solo traveler. I can’t wait to come back and do it all over again!

Felt like a dream

Casey_S, Apr 2025
This was a dream experience. My friend and I wanted to experience a boat while in Costa Rica. We originally had a Catamaran booked, but we cancelled it because it was a larger one with like 20-30 people. We secured this experience and we are SO happy we did. Bismarck, Jonathan and Jeffree were such a team. We had max 13 people on our sail boat. Mix of couples and families and it was a delightful group. I felt like a millionaire chartering my own sailing yacht. There may have been some Below Deck quotes being thrown around by us. The mates were super attentive with drink refills, (highly suggest the rum punch) we had pineapple to snack on, cowboy caviar with patacones chips, and chicken tacos. We sailed to an area that was just gorgeous. Everyone went snorkeling or swam for 1.5 hours. As we sailed back to the marina we watched the most beautiful sunset. This is definitely one of the best activities to end your Costa Rican trip with. Would 100% highly suggest booking this experience.

Response from Host, May 2025

What a great review! Thank you!!! Everyone deserves to feel like a millionaire every now and then. So happy our crew gave you that treatment.

Definitely what we were...

Jennifer_F, Apr 2025
Definitely what we were looking for--staying away from the party catamarans. The small group was great and the crew was awesome.

Response from Host, May 2025

We are not a booze cruise, but we do have a great open bar. Glad you found us, thanks for the review.

Sunset sailboat

Daniel_S, Mar 2025
Very chill! Great food and drinks. Small intimate group. Nothing like any of the catamaran parties out on the water.

Response from Host, Mar 2025

Thanks Daniel! We strive to keep our shared tours small so everyone gets the same top notch Serendipity service. We appreciate you noticing :)

Fantastic sunset trip with an amazing crew

Cher_L, Mar 2025
We had an absolutely incredible time on this trip. Bismarck, our captain was so good. Jonathan and Gerald were on the boat as well and they were all very personable, knowledgeable and friendly. The food was delicious and the service was great. This was so much better than being on one of the larger catamarans. They are a true sailing crew. Gerald did a wonderful job with the snorkeling. The equipment was clean and well organized. The sunset was beautiful and the music playlist was perfect.

Response from Host, Mar 2025

We love sailing and love it even more when our clients do! I also love that you appreciated the music, I spend way too much time curating the playlists. Thanks for taking the time to write a review and hope to have you onboard again!

Must do experience

Leslie_K, Feb 2025
Amazing crew (Jeffrey, Johnathan and Christopher). They were very attentive to our beverage refills. Made amazing tacos for lunch with cowboy caviar. Took us to see dolphins, whales and flying stingray.

Response from Host, Feb 2025

Thanks Leslie! Glad you enjoyed the sail and the crew. We appreciate you taking the time to write a review.

Better than 5 star service and tour:)

Steve_B, Jan 2025
This guys were absolutely amazing! They gave better service than most 5 star restaurants and the food tasted amazing! The mates also kept our cocktails full at all times. The boat is large and very comfortable for 13 people. I’ve been on many excursions over the years and this by far was the best experience of them all! Saw whales and manta rays. Thank you Serendipity Crew and Captain Jonathon!!

Response from Host, Jan 2025

Amazing review. Thank you Steve. I'll be sure to share with the crew, this will make their day!

Perfect way to spend an afternoon!

Robert_T, Jan 2025
We had a beautiful day on the water with the crew (Captain Jeffery and mates Gerald and Christopher). The crew was amazing in every way - attentive, friendly, knowledgeable and perfect hosts. The food was wonderful as were the adult beverages. The perfect ending was an amazing sunset with beautiful shades of yellows, pinks and oranges.

Response from Host, Jan 2025

Thank you! We so appreciate you taking the time to write this review. Hope to see you onboard again.

An amazing way to spend...

WENDY_S, Jan 2025
An amazing way to spend an afternoon in Costa Rica. We sailed with Jeffrey and his crew and they were fantastic, making sure we were safe, comfortable, and entertained. The snacks and chicken tacos were delicious and I highly recommend the Serendipity Sunset beverage. Snorkelling was fun, and the sunset was breathtaking. Highly recommend this small-group activity.

Response from Host, Jan 2025

Thank you Wendy! We appreciate you choosing us and for taking the time to write such a kind review. Pura Vida!

Not accurate description and...

Kim_H, Apr 2024
I'm afraid the experience was tainted by the misinformation recieved by the booking agent. The group was promised max 12 passengers, and yet 13 were booked, starting the charter with dissatisfaction for many, and littke space. The crew was friendly, and the sunset beautiful, but a few wished we had chosen another experience more acurately described, which might allow individual attention like trolling which was promised. When I wrote the company about this misinformation their reply was we were mistaken and to send them a screenshot - implying what!? Not very nice or good customer service I'm afraid. Pitty. The only negative experience in Playa Flamingo where everyone else was really lovely.

Response from Host, Jul 2024

Hi, It's important that we correct this "agent" if they are selling a tour that does not exist, that is why I asked you for a screenshot. For the last 5 years we have called our non-private tours the "Lucky 13" because we take about 13 people and because we are trying to be witty with our wording. The last thing we want to do is "bait and switch" as you accused me of doing in your text message. So, I want to correct this misinformation wherever you may have seen it. To anybody reading this and have not yet booked with us, please know that we take 13'ish guests on these tours. We try to keep them small and intimate, as opposed to the 20, 30 and sometimes 40 people that are on catamarans. Because these groups are not private, we always ask if everyone is ok fishing. If even one person is not, we do not fish. So, that is why there was no fishing on your trip. You may have enjoyed it, but it could have totally ruined the trip for somebody who is sensitive to watching fish die. Again, we try to not oversell or over promises, we prefer for our guests to be pleasantly surprised. If some "agent" promised you something different, we need to correct that.

Beautiful sailboat experience

Jodi_M, Feb 2024
This was an amazing sail! Our captain, Bismark was very helpful and informative. We enjoyed snorkeling, sailing, and the sunset was nice. Chicken tacos were very yummy. We would definitely recommend.

Wonderful sunset sailing!!

Jordan_S, Jan 2024
Our whole group of 5 felt this was a major highlight of our trip! There was a great balance of snorkeling, sight seeing, and swimming. The entire crew were extremely attentive. Awesome cocktails, food, and drinks!!

Above and beyond service on a fantastic sail

Anne_S, Jan 2024
Everything was lovely - especially the crew and the journey. It was a relaxing sail to a beautiful cove for snorkeling. The crew made sure we were comfortable and well hydrated. The most exciting part was when Captain Jeffree came to our rescue during the trip, diving over 10 ft to retrieve my phone from the ocean floor! We would go again on this tour in a heartbeat.

Fantastic Excursion

Vanessa518, Mar 2020
A definite highlight of our vacation! Staff is friendly and knowledgeable. Food and drinks were great! Saw so many stingrays and an absolutely beautiful sunset. I highly recommend this excursion. Also, if you have time before or after, go to Scooters for great food and drinks!

Fantastic sunset sail on a beautiful boat

BorisN, Jan 2020
We had a great time on this sunset tour. The boat was awesome and the crew was excellent. Not really enough food with the small tacos, but they were good.

Loved the cruise

Patricia_C, Jul 2018
The crew and captain (i forgot what he called himself) were really amazing. The drinks were good and so was the food! Just don’t forget your anti-nausea meds if you tend to get motion sickness.

Un moment de sérénité, comme sait les apporter la voile.

laure_P, Dec 2024
Le Bateau qui nous accueille est un monocoque, il faut donc aimer la voile. Ce jour là nous avons eu la chance d’avoir du vent et ce fut une vraie navigation comme je les aime. Pas de brouillard à Bord ou d’excès mais ne convie habilité fort sympathique. L’équipage est aux petits soins à peine parti que nous voilà déjà vers à la main. Je l’ai remercie tous. Vivement pour cet excellent moment, naviguer, c’est un bonheur sans nom !

Response from Host, Dec 2024

Merci boucou!

From $160.00

per person

up to 24 hours before the experience starts (local time)

Book ahead!
On average, this is booked 43 days in advance.

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