SAILING · SUNSET CRUISES · PRIVATE CHARTERS
Tamarindo
Catamaran Tours
Find your private sailing charter or shared ocean cruise, with local help choosing the departure and boat for your group.
Tamarindo & Flamingo · Private and shared options · Local coordination
CHOOSE YOUR OCEAN EXPERIENCE
Sailing That Fits Your Travel Style.
Compare privacy, boat style and the time you would like to spend on the Pacific.
PRIVATE · GOURMET DINING
Why Not Luxury Catamaran
A 61-foot sailing catamaran for up to 20 guests, with a four-course meal, premium open bar and ocean activities.
PRIVATE · CLASSIC SAILING
Pegasus del Pacífico
A restored 52-foot sailing yacht from Playa Flamingo, with a freshly prepared meal, open bar and time for ocean activities.
SHARED · SUNSET CRUISE
Shared Catamaran Options
Join other travelers for a coastal cruise. Ask us which boats, departure locations and inclusions are available for your dates.
CHOOSE YOUR ATMOSPHERE
Private Charter or Shared Cruise?
The right choice depends on your group, budget and the experience you want.
YOUR GROUP ONLY
Private Sailing
Reserve the boat for your group. Discuss the proposed route, occasion, menu and available activities before booking.
JOIN OTHER TRAVELERS
Shared Sailing
Book spaces on an available cruise with other guests. The boat sets the timetable and itinerary; confirm its inclusions and departure point.
COASTLINE & MARINE LIFE
A Different View of Guanacaste
Sail past beaches, rocky headlands and coastal scenery, with time to relax on deck. Depending on the route and conditions, your cruise may stop for swimming or snorkeling.
Dolphins, turtles, rays and seasonal whales are possible sightings. Wildlife encounters, visibility and sea conditions change daily, so the crew adjusts the plan around the day.
FOOD, DRINKS & OCEAN TIME
What Is Included in Your Cruise?
Inclusions vary by boat. Some trips provide snacks and basic drinks; a luxury private charter can include gourmet dining and a premium open bar.
Check snorkeling equipment, paddleboards, fishing equipment, food and drinks in the quote for your selected experience. Stops and water activities depend on conditions.
Tell us about dietary needs and your group’s ages before reserving.
COMFORT & PRIVATE CELEBRATIONS
Make Time to Relax on Deck
A private charter gives your group space to enjoy the views together. If shade, seating, cabins or other facilities matter to you, tell us before choosing the boat.
Couples, families and groups can discuss a suitable sailing day. Birthdays, anniversaries and other celebrations are arranged according to the selected boat and crew.
PLAN THE TIME OF DAY
Morning, Sunset or a Full Day.
Ask about available schedules for the boat you choose.
MORNING
An Earlier Ocean Escape
Spend the morning on the water and leave the afternoon open for other plans.
SUNSET
Afternoon Sailing
Enjoy coastal views as the light changes. The cruise schedule depends on the boat; Why Not’s sunset charter runs from 1 to 6 p.m.
FULL DAY
More Time to Explore
Choose a longer private charter for more time on deck and opportunities for ocean activities.
BEFORE YOU RESERVE
A Clear Departure Plan.
A sailing trip marketed for Tamarindo may depart from Tamarindo or the Flamingo area.
01 · YOUR GROUP
Send Your Plans
Share your dates, adults and children, accommodation and preference for a private or shared experience.
02 · YOUR QUOTE
Confirm the Boat
Review capacity, schedule, inclusions, departure location and any transportation or special-request costs.
03 · YOUR CONFIRMATION
Follow Meeting Instructions
Complete the booking steps and use the exact meeting details sent with your reservation.
BEFORE YOU BOOK
Your Sailing Questions, Answered.
Where do Tamarindo catamaran tours depart?
Departure depends on the selected boat. Options may leave from Tamarindo or the Flamingo area. We confirm the location and any transfer arrangements before you reserve.
Are private charters available?
Yes. Choose a private catamaran or sailing yacht for your group. Why Not accommodates up to 20 guests; other boats have different capacities.
Can I book a shared sunset cruise?
Ask us for available shared boats for your dates and group size. The operator determines the schedule, departure point and inclusions.
Is snorkeling included?
Many cruises include a snorkeling stop and equipment, but inclusions vary by boat and stops depend on conditions. Confirm the selected itinerary before booking.
What does the luxury Why Not charter include?
Why Not offers private sailing with a four-course meal, premium open bar and ocean activities. See its dedicated page for the morning, sunset and full-day options.
Can children join?
Families can request suitable cruises. Send children’s ages and the complete passenger count so we can check the boat and trip.
Can we celebrate a special occasion?
Private charters can suit birthdays, anniversaries and other celebrations. Tell us what you have in mind so we can check requests with the crew.
How do I book?
Send your dates, group size and preferred experience on WhatsApp. We check availability, send the quote and explain payment and confirmation steps. An inquiry alone does not reserve spaces.
Plan More of Your Tamarindo Stay
Explore snorkeling tours, scuba diving or fishing charters. On land, try estuary kayaking or ATV tours. Browse all Tamarindo tours.
Your Next Ocean Day
Starts Here.
Send your dates, group size and the atmosphere you have in mind.
We will help you choose the right sailing experience.
Tamarindo, Guanacaste · Costa Rica-based WhatsApp support