Discover Madeira by Sea — Private Sailing from Funchal
Sunrise and sunset cruises, snorkeling, island passages and gourmet dining aboard Happy Hour Madeira.
Signature Tours & Private Charters
Eight curated sailing experiences around Madeira and Porto Santo — from quick swims to overnight island passages.
About Happy Hour Madeira
Happy Hour Madeira is a Funchal-based sailing operator offering a focused collection of sea experiences around Madeira and Porto Santo.
Departures originate from Funchal on the island's south coast, and the operator provides a variety of trip lengths and formats, including half-day and full-day cruises, sunrise and sunset outings, day trips to Ponta de São Lourenço, and longer passages to Porto Santo and the Triangle of Islands.
Several itineraries include onboard dining: optional gourmet or light lunch menus are available on many day trips, and the Chef's Experience features a private chef preparing a five-course canapé menu using local ingredients, with vegetarian options. The Sunrise Tour typically includes a crew-prepared breakfast served near Belmond Reid's Hotel bay.
Overnight options are available on specific island passages, with cabins offered for guests who wish to stay on board. Many tours highlight snorkeling, swimming, and wildlife viewing opportunities such as whale and dolphin watching along Madeira's south coast.
Trip descriptions make clear which experiences include meals, cabin options, or private crew services so visitors can choose the right sailing experience. Booking details, departure logistics and specific itineraries are centered on Funchal, Madeira. Reservations and specific itineraries should be confirmed directly with Happy Hour Madeira prior to travel for availability.
Book a Madeiran Sailing Experience Today
Reserve a Sunset, Sunrise, day cruise or Porto Santo passage from Funchal — availability varies by season.