Sail in Greece – Santorini (30 May – 6 June 2026)

Description

Starting Port City: Paros, Greece

Ending Port City: Paros, Greece

Planned Itinerary

(subject to change, for example due to weather)

Day 1: Saturday — Embarkation in Paros

Embarkation: After 17:00 at Parikia Marina.

• Welcome drinks and safety briefing as the Bare Waves Sailing crew introduces you to your yacht and the exciting Santorini and Cyclades gay sailing adventure ahead
• Evening exploration of Parikia’s charming old town featuring the iconic Panagia Ekatontapiliani church and traditional Cycladic architecture
• Sunset drinks at LGBTQ+ friendly waterfront bars while experiencing Paros’ famous golden hour views

Day 2: Sunday — Paros to Agia Anna, Naxos

• Morning sail to Naxos, the largest and most fertile island of the Cyclades, known for stunning beaches and ancient monuments
• Arrive at Agia Anna Beach, one of Greece’s most beautiful nude beaches with golden sand, crystal-clear waters, and LGBTQ+ friendly atmosphere
• Afternoon anchored near Agia Anna and Agios Prokopios beaches for nude sunbathing, swimming, and socializing with like-minded travelers

Day 3: Monday — Naxos to Amorgos

• Final morning swim at Agia Anna’s clothing-optional shores before departing for the dramatic island of Amorgos
• Afternoon visit to the breathtaking Monastery of Hozoviotissa built into a cliff face 300 meters above the sea
• Local taverna experience featuring authentic Amorgos cuisine and fresh seafood

Day 4: Tuesday — Amorgos to Santorini

• Morning choice between Agia Anna Beach or Kambi Beach on Amorgos for one last nude sunbathing opportunity on this dramatic island
• Sail to world-famous Santorini and anchor at Vlychada Marina, the island’s only proper protected harbor
• Evening exploration of Fira or Oia to experience the legendary Santorini sunset from the caldera edge

Day 5: Wednesday — Santorini Exploration & Night Sail to Ios

• Morning at Vlychada Beach with its dramatic white lunar cliffs and black sand, perfect for nude sunbathing in this unique “moon beach” setting
• Wine tasting at Venetsanos Winery near the marina with breathtaking caldera views and local varietals
• After lunch sail to Ammoudi Bay below Oia (7 nautical miles) for the world’s most famous sunset experience, then sunset sail to Mylopotas Beach, Ios

Day 6: Thursday — Ios Beach & Nightlife Day

• Full day at Mylopotas Beach, Ios’s main beach with lively atmosphere, nude-friendly sections, and proximity to Chora town
• Beach activities including water sports, nude sunbathing, and socializing at one of the Cyclades’ most vibrant beach scenes
• Evening exploration of Ios Chora’s charming alleyways followed by the island’s legendary nightlife scene with bars, clubs, and international party atmosphere

Day 7: Friday — Ios to Paros

• Strategic choice of final morning beach time at Mylopotas Beach or direct sail based on departure timing and weather conditions
• Return journey to Paros, enjoying panoramic Cyclades views and reflecting on an incredible week of nude beaches and island adventures
• Farewell celebration dinner at a Parikia waterfront taverna with your new sailing family

Day 8: Saturday — Departure Day

Disembarkation: By 09:00 at Parikia Marina.

• Exchange contact info with your new besties
• Head out to explore the town, or head to the airport for your return journey home with a ton of new memories and connections

Total estimated distance: 123 nautical miles