Private Luxury Catamaran Charter in Tamarindo
Exclusive sunset sailing experience on Costa Rica’s Pacific coast
Sail the Pacific coast of Costa Rica aboard the Why Not — a 61-foot luxury catamaran with gourmet cuisine, a full open bar with premium beverages and personalized service in a breathtaking ocean setting with complete privacy.
Departing from Flamingo, this premium sailing experience combines the best gourmet cuisine, drinks and staff for a perfect day.
Luxury Sunset Sailing on Costa Rica’s Pacific Coast
Most boats will take you out to sea. The Why Not takes you to another level entirely. This is a fully private charter — no strangers, no shared schedules, no compromise. Your group, your pace, your day on the water.
Aboard this 61-foot Fountaine Pajot sailing catamaran, a dedicated crew prepares a gourmet four-course meal while you sail the wild coastline of Guanacaste. The open bar never closes. The Pacific never disappoints.
Morning & Full-Day Private Charters
Choose Your Experience
Half-Day Charter
MORNING · 8:00 AM – 12:00 PM SUNSET · 1:30 PM – 6:00 PM
A perfectly curated half-day on the water. Whether you want the stillness of a morning sail or the color of a Pacific sunset, this is four hours of effortless luxury.
Includes:
Gourmet 4-course meal prepared on board
Full open bar with premium liquors & cocktails
Guided snorkeling
Paddle boards, fishing equipment & noodles
Full-Day Charter
10:00 AM – 6:00 PM
The full experience. Eight hours along the coast, two snorkeling stops, a light breakfast on arrival, and a four-course lunch prepared fresh as you sail. This is a day you’ll be talking about for years.
Includes everything in half-day, plus:
Light breakfast with fresh fruit & coffee
Guided snorkeling at two different spots
More time at sea, more coast to explore
Who Books a Private Charter?
The Why Not attracts a specific kind of traveler — one who values quality over quantity, privacy over crowds, and an experience over an activity.
- Couples celebrating an anniversary or honeymoon
- Groups of friends marking a special occasion
- Families wanting a full-day luxury outing
- VIP travelers who don't do shared tours
- Marriage proposals done right
- Corporate groups and private events
An Open Bar That Means It
The bar doesn’t close while you’re on the water. Choose from a curated list of premium liquors — Absolut vodka, Jarana tequila reposado, Flor de Caña rum, Red Label whisky, Puerto de Indias gin — or let our crew shake you something memorable.
Margarita · Mojito · Infused Gin & Tonic · Guaro Sour · Piña Colada · Cuba Libre · Wine (red & white) · Beer · Non-alcoholic options
Meet the Why Not
The Why Not is a 61-foot Fountaine Pajot sailing catamaran — one of the most respected names in luxury sail. With 4 cabins, 4 bathrooms, a full kitchen, and generous indoor and outdoor seating areas, it’s built to be lived in, not just sailed.
Up to 25 guests. Fully private. Completely yours.
Model: Fountaine Pajot
Length: 61 feet
Max Capacity: 25 guests
Cabins / Bathrooms: 4 / 4
Kitchen: Full on-board kitchen
Crew: Licensed captain & crew
Departure Details
Why Book Your Tours With Costa Rica Local Tours?
As a locally owned tour company in Costa Rica we focus on authentic experiences, small groups and personalized service.
Every tour is carefully reviewed to ensure real value, strong safety standards and memorable travel experiences.
We prefer to offer quality over mass tourism, connecting travelers with experienced local guides who truly know Costa Rica.
Vetted Luxury Operator
We work directly with Oceanic Experience Costa Rica — a licensed, professional crew with one of the finest private sailing catamarans on the Pacific coast.
Completely Private Experience
No strangers, no shared schedules. The Why Not is exclusively yours — your group, your pace, your day on the water.
Gourmet Dining Included
Every charter includes a fresh four-course meal prepared on board, a premium open bar, and personalized service from departure to return.
Local Logistics Handled
We coordinate transportation, timing, and communication with the crew so your charter day runs smoothly from start to finish.
Memorable Occasions
From honeymoons to birthdays to proposals, we help groups celebrate the moments that matter in a setting that exceeds expectations.
Frequently Asked Questions About Tamarindo Tours
How do I book?
Can we customize the experience for a special occasion?
Absolutely. The Why Not also offers overnight sailing, luxury diving, private dinners at sea, and fully custom charters. Contact us to discuss what you have in mind.
Is snorkeling equipment provided?
Yes — snorkeling gear, paddle boards, noodles, and fishing equipment are all included in every charter.
Are dietary restrictions accommodated?
What should I bring on my sailing trip?
We recommend bringing sunscreen, sunglasses, a hat, comfortable clothing and any personal snacks you may want. All snorkeling equipment floaters, lifejackets are included.
Can we add transportation from Tamarindo?
Yes. Transportation from your hotel to Flamingo Beach can be arranged upon request for an additional cost.
Your Private Charter Awaits
The Pacific coast of Costa Rica is best experienced from the water. Contact us via WhatsApp to check availability, ask questions, or start planning your day aboard the Why Not.
Fully private charters · Gourmet dining · Open bar · Guanacaste coast