Carribean Islands October 2026

Sail the Caribbean: A Tropical Journey at Sea

Imagine waking up to warm trade winds, the boat gently swaying in a calm turquoise bay, palm-fringed islands stretching across the horizon. We invite you to join us for an unforgettable Caribbean sailing adventure, where island life unfolds slowly and beautifully—from the water.

This journey is created for travelers who want more than a beach vacation. It’s for those who crave freedom, sun-soaked days, and the effortless rhythm of sailing between islands.

Why the Caribbean?

The Caribbean is one of the world’s most iconic sailing regions. With steady winds, short passages, and countless islands close together, it offers the perfect balance of adventure and ease.

Expect:

• Turquoise waters and protected anchorages

• Palm-lined beaches and vibrant island towns

• Warm seas ideal for swimming and snorkeling

• A rich mix of cultures, music, and island flavors

Here, every island feels different, yet every day feels perfectly in tune.

Life On Board

Life on board is relaxed, social, and sun-drenched. Days are guided by the wind, the sea, and the natural flow of the journey.

Your days may include:

• Sailing short, scenic passages between islands

• Swimming straight off the boat in crystal-clear water

• Snorkeling colorful reefs and shallow lagoons

• Relaxing on deck with music, shade, and ocean views

There is always time—to explore, to connect, or to simply do nothing at all.

Evenings in the Islands

As the sun sets, the Caribbean reveals its magic. Evenings are often spent at anchor, with warm air, gentle music, and glowing skies.

Expect:

• Golden-hour sunsets over calm water

• Shared dinners on deck under the stars

• Peaceful nights carried by the sound of the sea

Some nights may bring quiet anchorages, others the soft energy of island life nearby—always relaxed, never rushed.

Highlights of the Journey

Every voyage is shaped by wind and weather, allowing the route to remain flexible and natural. Possible highlights include:

• Island hopping through pristine tropical waters

• Anchoring near unspoiled beaches and coral reefs

• Swimming with tropical fish in shallow bays

• Experiencing the Caribbean from its most authentic perspective

No tight schedules—just the freedom to follow the best conditions and the most beautiful moments.

Who This Trip Is For

This sailing experience is perfect for:

• Couples seeking a warm, romantic escape

• Solo travelers looking for connection and adventure

• Friends wanting a shared tropical experience

• Ocean lovers drawn to sun, sea, and island rhythm

No sailing experience is required—just a love for the ocean and an open mind.

What’s included

• 7-day catamaran experience (Saturday to Saturday)

• Private double cabin on a 4-cabin catamaran (42–46 ft, depending on destination)

• Preparation of all meals on board by the hostess

• Service of the hostess throughout the week

• Island hopping, sailing, swimming stops, and life on board

• Comfortable shared living on the catamaran

• A small, curated group experience with like-minded travelers

What’s not included

• Food and drinks shopping budget

• Flights to and from the destination

• Meals and drinks on land

• Personal expenses

• Travel insurance

• Transfers to and from the marina

• Optional activities on land

About food & shopping

All meals are cooked on board by the hostess, but the food and drinks themselves are covered by a shared shopping budget.
At the start of the trip, we go grocery shopping together, allowing everyone to include personal tastes and dietary preferences.

The shopping budget is divided equally between participants and typically ranges between €200 and €500 per person for the week, depending on individual preferences (such as alcohol consumption and product choices).

Join Us in the Caribbean

This Caribbean sailing trip is more than a holiday. It’s a return to simplicity, warmth, and joy—where days are measured in swims, sails, and sunsets.

Spaces are limited to keep the experience intimate and special.

Come sail with us, and discover the Caribbean the way it was meant to be seen—from the sea.