Sailing in Costa Rica

7 boats available

The best out of 7 deals in Costa Rica - enter dates to check availability

Top Sailing in Costa Rica

  • 42 ft
    •
    up to 12
    Private - Sailing Charter (AM)
    We explore Potrero Bay's best coves and beaches, tailoring each trip to the day's wind and weather for exceptional sailing and snorkeling. After enjoying snorkeling and beach time, savor freshly prepared meals onboard as we sail back to Potrero. Depending on the season, you may spot sea turtles, dolphins, rays, and even whales, making each trip a truly unforgettable Costa Rican adventure.
    Instant Confirmation
    Price for up to 4 people
    US $680
  • 100 ft
    •
    up to 45
    Brisa Elegante Morning
    Welcome Aboard! We will meet you for check-in at the BRISA ELEGANTE office in the Marina Pez Vela at 8 AM. Our journey begins at Marina Pez Vela, where we'll cruise past Parque Nahomi and along the stunning Manuel Antonio Beach coastline. About 2 hours later, we'll drop anchor near Playa Tulemar for an exciting hour of water activities. After your aquatic fun, refuel with a delicious, chef-prepared lunch served onboard at 11:30 AM before a relaxed sail back to the marina for disembarkation.
    Instant Confirmation
    Per person
    US $148
  • 52 ft
    •
    up to 5
    4 Hour – Sailing Tour
    Escape the crowds on land and admire Costa Rica's stunning Gold Coast from a new perspective during a private sailing tour from Playa Flamingo. Discover secluded coves and hidden beaches that are inaccessible by other means of transport, and enjoy the exclusive attention of your captain and crew.
    Instant Confirmation
    Price for up to 5 people
    US $900
  • 42 ft
    •
    up to 8
    4 Hour – Morning Lunch Charters
    Enjoy a private sailing experience designed for relaxation and discovery. Your charter includes a full morning on the water, sailing along the coast, a stop at a beautiful beach with a fresh fruit bowl, snorkeling in a stunning location, a freshly prepared lunch, and premium spirits served throughout the day. Morning charters run from 9 a.m. to 1 p.m. and are always private.
    Instant Confirmation
    Price for up to 2 people
    US $500
  • 42 ft
    •
    up to 20
    Private Sailing up to 6
    Enjoy a private sailing experience aboard Viajero del Sol, a beautifully restored classic sailboat departing from Tamarindo. Cruise along Costa Rica’s Pacific coast, swim and snorkel in crystal-clear waters, and relax on board while our crew prepares delicious traditional cuisine. Savor authentic local flavors, refreshing beverages, and stunning ocean views as you enjoy an unforgettable day on the Pacific. Up to 6 guests.
    Instant Confirmation
    Price for up to 20 people
    US $900
  • 42 ft
    •
    up to 8
    4 Hr – Lunch or Dinner Sailing
    Sail the Gulf of Papagayo aboard Lucinda, a beautifully restored 1979 Ta Chiao 42’ Mermaid based in Coco. Enjoy authentic sailing, dramatic coastlines, secluded beaches, snorkeling, and wildlife watching. Relax on deck, savor a gourmet meal and decadent dessert, and enjoy premium drinks. With space for up to 8 guests and an experienced multilingual crew, Lucinda offers an unforgettable private sailing experience.
    Instant Confirmation
    Price for up to 4 people
    US $625
  • 49 ft
    •
    up to 25
    5 Hour – Sunset and Snorkeling Trip
    Set sail from Playa Hermosa for a memorable 5-hour private adventure combining snorkeling, coastal exploration, and a spectacular Pacific sunset. Dive into crystal-clear waters to discover vibrant marine life, relax onboard, and enjoy scenic views as the sun dips below the horizon. It’s the perfect way to experience the beauty of Playa Hermosa from the water.
    Instant Confirmation
    Price for up to 1 person
    US $110

What boaters said about Sailing

  • 5.0
    /5
    (Sunset Tour - Food & Open Bar.)

    first class trip with first class service

    our sunset cruise was excellent. great food, attentive service. smooth sailing. our captain maneuvered the swells and kept us level. the swim mat out back with the included pool was superior to ither boats we saw. we snorkeled and swam in a sheltered cove. book it.
    Michael F.
    Michael F.
    Reviewed on Jun 23, 2026
  • 5.0
    /5
    (Sunset Tour - Food & Open Bar.)

    40th Birthday Celebration!!

    10/10 Highly recommend! Excellent communication and quick response!! Customer service was top tier! We had an absolute BLAST!! Everything went very smooth with our Captain and Co Captain!! The food and drinks were all good!
    Whitney E.
    Whitney E.
    Reviewed on Nov 2, 2026
  • 5.0
    /5
    (4 Hr – Friends & Family Snorkelling)

    Ola che🔥

    We spent the whole morning fishing with my girlfriend and a couple of friends. Knowing next to nothing about fishing, I still managed to catch around 5 fish! The captain was incredibly attentive and even made sashimi for us with our catch. We also stopped at a beautiful beach with reefs, where we relaxed on inflatable loungers and went snorkeling while they prepared our food. The service was a solid 10/10! Not only a great captain, but a chef too! Thanks, Ola Che! ⭐️⭐️⭐️⭐️
    Juan I. E.
    Juan I. E.
    Reviewed on Oct 19, 2026
  • 5.0
    /5
    (Private Boat Tour Snorkel & Beaches)

    Boating with Alberto Alejandro

    Alberto was awesome! Picked us up at the beach at the Andaz. He took me and my boys 6 and 8 on an adventure. First a cave from a story book then 2 snorkeling spots. We saw turtles, blow fish, needle fish etc! Also had great snack and drinks for us. He was very patient and great with kids. We did a 3 hour tour and it was perfect.
    Katie S.
    Katie S.
    Reviewed on Oct 14, 2026
  • 5.0
    /5
    (Sunset Tour - Food & Open Bar.)

    amazing experience

    the crew was so attentive and kind. they provides drinks, food, and great energy. We will 100% book with them again. This was the highlight of our trip
    Arielle P.
    Arielle P.
    Reviewed on Aug 22, 2026

Top Sailing Regions