From Mid-Atlantic to Andalucía: A Thousand Miles Toward the Gate of the Mediterranean

9 days

Challenging

Sail from the Caribbeans to the Azores on a journey blending camaraderie, night watches and pure ocean vastness.

In the days before departure from Ponta Delgada, São Miguel, the boat hums with a focused and almost ceremonial preparation. Crew members weave between local markets and the marina’s provisioning docks, loading the catamaran with sturdy Azorean produce, essentials for a week at sea. Water tanks brim, fuel levels are checked, jerrycans secured, and the list of safety equipment is inspected. 

Once the lines are slipped and São Miguel fades behind the stern, the rhythms of land dissolve almost instantly. The watch system—2.5-hour rotations through the night, shared evenly—sets the cadence of life aboard. Each night, while most of the crew sleeps in deep, dream-heavy intervals, one sailor stands clipped at the helm, scanning the dark ocean, minding instruments glowing amber in the cockpit, listening to the sails breathe or to the steady hum of the engines during calm patches. The first mate often drifts through with a quiet word, a shared mug, or a small adjustment to keep the boat balanced before disappearing back below.

Daylight transforms the crossing. Mornings begin with watch changes, then breakfast—fruit while it lasts, oatmeal, yogurt, or eggs when the sea allows steady cooking. Galley duties rotate, turning meal preparation into a shared responsibility and a way to contribute to the boat’s small, moving ecosystem. The scent of coffee mixes with sea air and whatever the day’s cook has managed to create despite the occasional roll or gust.

The days settle into a purposeful pattern shaped by watches, naps, reading, conversations, and careful seamanship. The skipper and first mate guide trimming sessions, reef early when the wind rises off the Atlantic swells, shake reefs as conditions soften, and walk the crew through upcoming weather systems as the boat approaches the Strait. These informal lessons—how to “listen” to the sailcloth, how to sense a shift in wind before the instruments catch it, how to anticipate acceleration zones around approaching fronts—become some of the crossing’s quiet treasures.

Most of the time, the catamaran moves under sail, its twin bows slicing toward the Iberian Peninsula. Engines come on only when the wind collapses, when batteries need topping, or when keeping pace with a favorable weather window becomes essential. Lunch is simple and eaten in the cockpit’s shade: couscous bowls, wraps, salads, sandwiches. Afternoons often bring a soft lull—some nap, some journal, some check lines and chafe points, and sometimes dolphins leap at the bows as if escorting the boat toward the gateway of the Mediterranean.

Evenings gather everyone together. Dinner is served before sunset—stews, pastas, stir-fries—followed by stories, reflections on the day’s progress, and the skipper’s briefing on overnight weather and the next rotation of watches. As darkness settles over the stern, the night sky becomes a faithful companion, especially as coastal light fades into the distance. Stars sharpen, wind hums through the rigging, and the wake glows faintly with phosphorescence: a steady, quiet world in motion.

Day after day, this compact rhythm becomes a kind of cherished simplicity—structured but never repetitive, shaped by the demands of the ocean, the shifting winds, and the shared purpose of the crew. Within less than a week, the influence of the continent begins to show.

Then one morning, after days of open-ocean routine, the silhouette of Europe rises: the rugged shoulders of the Gibraltar region, the unmistakable gateway between seas. As the catamaran passes into the Mediterranean and continues eastward, the air grows warmer, the sea calmer, and soon the coastline of Andalucía stretches ahead. By the time Málaga’s harbor opens before the bows, the crew steps ashore with a deep sense of accomplishment—having crossed from a volcanic Atlantic archipelago to the sunlit curve of the Spanish coast, carrying with them the quiet, steady magic of a passage well made.

What's included?
    • Preparatory activities: 2 live meetings, planning materials, tourist recommendations, Q&A sessions and more.
    • The boat, its tender, fuel, and all marine safety equipment. Harbor dues and mooring fees.
    • Services of the English speaking skipper.
    • Trolling fishing gear and, where usable, paddleboards, masks, fins, and snorkels for 6 people.
    • Planning of activities and ground transportation.
    Exclusions
      • Wine and other alcoholic beverages.
      • Meals ashore and restaurants.
      • The cost of provisions.
      • Any other expenses ashore: souvenirs, cultural or sports activities, lessons, hikes, transportation, etc.
      • Immigration, customs, tourist permit fees, and park/reserve access fees.
      • Gratuities for the crew.
      • Transportation to the departure location or return from the arrival point.
      Please note

        There are no age limitations to enjoy this adventure.   However, this is an offshore adventure, and for several days, there will be nothing around us but water, and very limited access to medical help.

        If you are unsure how a physical condition may (or not) impact your enjoyment of experience, please contact us first and we'll sort it out to ensure that this experience is suited for you.

        Rest assured: no commitment is required from you until you have a live conversation with us.

        All our boats are seaworthy and equipped with the modern safety equipment required for offshore sailing.  But as all boats, ours float on water and you will better enjoy your experience if you love water than if you fear it.

        Sea sickness happens, even to old salts.  Except for rare cases, discomfort induced by boat movements usually happen on the first few days and then you're body adapts until seasickness is a thing of the past.

        You do NOT need special skills to participate: all team members involvement will be adapted to their capabilities.  If you are eager to acquire new skills, there will be tons of learning opportunities.

        However, if you have never been on a sailboat offshore and have no idea how you will react to that kind of experience, we'd suggest that you first opt for one of our many near-shore experiences first. These experience have some offshore passages, but they never last more than a day.

        All that being understood, you absolutely need a travel insurance, just in case what will not happen happens.

        What to bring

          This adventure unfolds under the warm tropical sun — a paradise for sailors, but one that calls for thoughtful preparation.   Furthermore, once departed, there are no department stores on the way!

          Bring the sun protection best suited to your skin type.  You will be exposed to direct sun every day, and must be ready for it.  

          Temperatures will range from 18°C at night to around 28°C during the day. A constant sea breeze keeps these temperatures pleasantly comfortable on board.

          You’ll need some warm clothing, as the nights can be a bit cooler. The must-bring are:

          • Good raingear: Showers will happen though they’re usually brief. Squalls often come with stronger winds, and if you are on watch, you will require to stay dry.  A good, waterproof raincoat with a proper hood is a must.  The usefulness of rain pants can be debated, but in doubt, bring a pair of something that will keep you dry while seated outside for a few hours.
          • Footwear: Technically, you should have a pair of shoes suitable for sailing:  light, comfortable, and most importantly, with a non-marking sole for the boat's white deck.  Running shoes or light hiking shoes could be useful for shore excursions before or after the offshore leg.
          • A secure hat: Choose one that stays on your head even in a breeze.
          • Sunglasses: Essential under the tropical sun and on the water. There are light reflects off both the sea and the boat’s white deck.
          • A reusable water bottle: We encourage everyone to avoid disposable plastics whenever possible.

          Finally, because every traveler and activity is unique, your skipper-guide will host two live preparatory meetings before departure to review what to bring — and what to leave behind— for such an offshore adventure.