THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover the Azores like never before with an eight-hour VIP sailing trip from Ponta Delgada. Snorkel, paddleboard, and ride sea scooters as you explore volcanic coastlines and vibrant waters in an exclusive, worry-free ocean adventure.
Discover the Azores like never before with an eight-hour VIP sailing trip from Ponta Delgada. Snorkel, paddleboard, and ride sea scooters as you explore volcanic coastlines and vibrant waters in an exclusive, worry-free ocean adventure.
Book with Sailingside
Verified experiences and guided adventures in the surrounding area.
Operated by Sailingside · Ponta Delgada, Ponta Delgada
Set sail on the shimmering blue waters surrounding the Azores archipelago with the VIP Dia Inteiro experience, a full-day adventure offered by Sailingside in Ponta Delgada, Portugal. This eight-hour journey blends the joy of sailing with vibrant ocean activities, all under the expert care of an included skipper, ensuring a seamless and exhilarating day on the sea. The Azores, an isolated cluster of nine volcanic islands in the North Atlantic, are famed for their rugged coastlines, crystal-clear waters, and abundant marine life — making this sailing trip a stand-out way to connect deeply with this captivating landscape.
Launching from Ponta Delgada, the largest city on São Miguel Island, your voyage is crafted to showcase the very best of Azorean seascapes. You’ll glide past volcanic cliffs, volcanic rock formations, and hidden coves while savoring the fresh Atlantic breeze and expansive ocean views. This is a place where the sea meets rich biodiversity, offering encounters with dolphins, sea turtles, and vibrant schools of fish beneath the waves.
The trip is more than just sailing—it’s a curated water playground. Participants can dive into snorkeling excursions to observe underwater flora and fauna up close, try their hand at stand-up paddleboarding across calm bays, or engage the thrilling sea scooters for a fast-paced underwater exploration. These experiences transform a traditional sailing tour into an active, multi-sensory day of ocean discovery.
Onboard, comfort and local flavor blend effortlessly. Guests are welcomed with a choice of a gin tonic or sparkling wine toast, paired with Azorean-inspired bites such as fresh salads, sushi, and finger foods that reflect the island’s culinary heritage. Every detail, from safety equipment and fuel to final cleaning and skipper service, is handled by Sailingside, allowing you to focus on the adventure and relaxation.
Sailingside, a respected operator based in Ponta Delgada, stands out for its commitment to delivering personalized service to small groups—max eight guests—ensuring an intimate and memorable experience. Their defined itinerary balances active moments with plenty of serene cruising, providing a luxurious yet adventurous escape that highlights the Azores' rich maritime culture.
Whether you’re a seasoned sailor or new to the sea, this experience suits anyone eager to explore one of Europe’s most unique island destinations from the water. It’s perfect for travelers who want a blend of thrill, nature, and comfort in one seamless ocean adventure. Booking the VIP Dia Inteiro promises a day full of discovery, natural beauty, and the pure joy of sailing the Azorean seas.
No previous sailing experience is required as all trips include a professional skipper managing the boat.
Yes, snorkeling and stand-up paddleboarding are accessible for beginners, with guidance provided.
The experience includes boat rental, skipper, safety equipment, fuel, welcome drinks, snacks, and snorkeling and paddleboarding gear.
Yes, if you notify Sailingside in advance, they can accommodate dietary needs.
The trip is open to all ages, but snorkeling and paddleboarding require basic swimming skills.
Bring swimwear, sun protection, a towel, and any personal items for comfort during water activities.
Sailingside is a charter company based in Ponta Delgada, Portugal, offering sailing tours and boat rentals around São Miguel Island in the Azores. Departures are from the marina in Ponta Delgada. Sailingside provides guided trips with experienced skippers and self‑drive rentals without skippers. Guided offerings include full‑day sails that combine cruising, snorkeling, and diving, shorter half‑day excursions to Ilhéu da Vila Franca do Campo, and specialized itineraries such as the Full Day Deluxe — an eight‑hour exploration of the southern coast and the islet of Vila Franca do Campo aboard two boats. Multi‑day options include a two‑day, one‑night journey with an overnight stay at Marina da Povoação. Activity‑driven trips feature seascooters, stand‑up paddleboarding, and comprehensive snorkeling equipment. Sailingside lists several rental durations: half‑day, full‑day, 24‑hour, 48‑hour and multi‑day hires available without a skipper for qualified renters. Safety and environmental responsibility are emphasized across all services, with clear guidelines for cetacean observation and respectful wildlife viewing. The operator supports responsible boating practices and briefings to protect marine life. Sailingside’s fleet and crew are positioned to deliver leisure sailing, adventure water‑sports, and private charters for small groups. Popular experiences include snorkeling at São Roque and Relva, visits to Ilhéu da Vila Franca, sunset cruises and VIP options, and private excursions for exploration and relaxation. For visitors seeking a flexible, active maritime experience in the Azores, Sailingside offers convenient departures from Ponta Delgada marina and a variety of professionally managed sea adventures. Bookings are available year‑round subject to weather and availability; online booking.
Book with Sailingside