Sail Madeira’s vibrant islands on a 5-day journey with Pimpas Sailing Charter. Swim in pristine bays, visit Calheta and Funchal, and enjoy restful nights aboard a luxury sailboat.
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Difficulty
moderate
Duration
5 days
Fitness Level
Good general fitness recommended; ability to move comfortably on a boat and swim is helpful.
Wildlife
History
Madeira has a rich maritime heritage from 15th-century Portuguese explorers, with Funchal historically serving as a key Atlantic port.
Conservation
The charter promotes sustainable sailing practices and respects protected marine areas to preserve local biodiversity.
Pimpas Sailing Charter
Sail Madeira’s vibrant islands on a 5-day journey with Pimpas Sailing Charter. Swim in pristine bays, visit Calheta and Funchal, and enjoy restful nights aboard a luxury sailboat.
Pimpas Sailing Charter is a privately operated sailing company based in Funchal, Madeira. The company offers a range of day and multi-day sailing experiences along Madeira's coastline and to nearby islands. Trips include Full Day Tour, Half Day Tour, Sunset and Sunrise cruises, private charters to Porto Santo, an excursion to the Desertas Islands, and a five-day sailing charter.
Each experience is conducted from Funchal and focuses on coastal exploration, swimming, snorkeling, wildlife watching and relaxed sailing. Guests can expect opportunities to swim and snorkel in clear waters, visit secluded coves and view dramatic cliffs along the coast. Several trips include snacks and drinks; multi-day charters provide nights aboard the vessel and extended island itineraries.
Pimpas Sailing Charter highlights Madeira’s marine environment and nearby islands while operating private and small-group sailings. The company follows local regulations for protected areas such as the Desertas Islands and plans routes that showcase sites like Cabo Girão and Garajau. On transfers to Porto Santo, guests explore beaches and turquoise waters.
Booking information, safety briefings and equipment such as snorkel gear are provided on each trip as appropriate. Crews offer instruction on sailing during private or learning-oriented charters. The business maintains a schedule of half-day, full-day and specialty cruises leaving from Funchal, making it accessible for visitors staying on the island.
Pimpas Sailing Charter presents a range of tailored sailing options from short coastal cruises to extended multi-day voyages, all delivered from Funchal, Madeira. Reservations can be made from Funchal year-round, subject to availability online.
Tours Offered
7
Day and multi-day sailing experiences.
Departures
Funchal
All trips leave from Funchal port.
Private Charters
Available
Tailored itineraries and instruction.
Protected Areas
Desertas
Visits follow local protection rules.
Secure a Full Day, Half Day, sunset or multi-day charter — availability varies by season.
Arrive Early for Departure
Guests should arrive at Marina do Funchal 30 minutes before sail time to ensure a prompt departure.
Bring Sun Protection
Make sure to pack sunscreen, a hat, and sunglasses; the Atlantic sun can be intense on deck.
Be Prepared for Boat Mobility
Boarding and moving on the boat requires moderate mobility; those with severe physical limitations should contact the operator in advance.
Weather Can Affect Itinerary
Itineraries can change based on sea conditions; staying flexible ensures the best experience possible.
Waterproof jacket
Protects against wind and occasional rain during variable weather conditions.
fall
Sunscreen
Essential for protecting skin from strong sun exposure while on open waters.
summer
Swimwear
Needed for swimming and snorkeling in Madeira’s clear bays.
summer
Non-slip boat shoes
Provides secure footing aboard the boat, especially on wet decks.