Costa Rica Sailing Voyage: From Surf Sessions to Jungle Trails & Shared Meals

7 days sailing Costa Rica’s Guanacaste coast exploring surf breaks, jungle landscapes, reef dives, and sourcing food from land and sea

The Rundown

Dates + Route

San Blas Islands, Panama

April 13 – 20

Pricing

Limited availability

6 spots only

Dates

May 15 – 22

Route

Liberia ↔ Guanacaste Coast, Costa Rica

Limited availability

6 spots only

Costa Rica’s Guanacaste coast is where jungle meets warm Pacific water. Long stretches of coastline, consistent swell, and small towns shaped by fishing, farming, and surf. This voyage follows that edge. Moving between anchorages, surf breaks, and hidden coves, stepping off the boat into jungle trails, farms, and local kitchens. Days are split between the ocean and the land, with food and movement tying everything together. We created this voyage for those who want a balance. Time in the water, time in nature, and a deeper connection to where things come from.

LET’S EXPLORE

Costa Rica

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What’s Included
7 days / 6 nights aboard a fully equipped sailing yacht
Private or shared cabin (max 6 guests total per trip)
All meals onboard (fresh, locally sourced, seafood-forward)
Daily sailing, island hopping, and guided exploration
Snorkeling gear + fishing equipment
Fuel, water, and boat expenses
Experienced captain + stew
Optional add-ons
Spearfishing guidance
Drone/photo/video content from the trip
Highlights
Warm Water Surf

Consistent Pacific swell with multiple accessible breaks along the Guanacaste coast.

Jungle & Coastline

Dry tropical forest, wildlife, and trails that lead from ocean to inland landscapes.

Food From Source

Fishing offshore and visiting local farms to source fresh ingredients.

Life on the Water

Anchoring in quiet bays, swimming daily, and moving with the conditions.

Local Culture

Small coastal towns, markets, and communities shaped by land and sea.

Highlights

Disconnection
No signal, no noise, no scrolling. Just space.
Disconnection
No signal, no noise, no scrolling. Just space.

Activities

Fine Print