Early Bird Savings!

Greece – Gay Rhodes (3-10 October 2026)

Starting at  1.199,00

Your fantasies of naked gladiators just might become reality on this sailing excursion around some of the most scenic areas around Gay Rhodes.  This region has a long history of gay culture, so we are here to recreate some of those historic hedonistic scenes onboard.

Bring your fantasies of warriors of yesterday to life on our gay Rhodes sailing trip as we also experience the historic and scenic sites of the Greek island. This is the last warm sail of the season in the Mediterranean, so enjoy this hot trip before we head into the cold winter.

Our discounted early-booking price is only available through 31 December 2025, so be sure to book early to secure the savings!

Curious about what’s included in this trip?  Scroll down to the bottom of the page for details.

All bookings require a 50% non-refundable deposit to secure your spot.  If you cancel at least 60 days before your scheduled start date, you’ll receive a 50% refund of the total booking price.  Cancellations within 59 days of the scheduled start date are not refundable.  See our Booking Policy for full details.

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Description

Starting Port City: Rhodes, Greece

Ending Port City: Rhodes, Greece

Planned Itinerary

(subject to change, for example due to weather)

Day 1: Saturday – Rhodes Embarkation

Embarkation: After 17:00 at marina in Rhodes.

  • Welcome Drinks & Briefing: Toast with local wine while the Bare Waves Sailing crew explains boat safety and your week ahead
  • Medieval Exploration: Explore Rhodes Old Town UNESCO World Heritage Site with ancient palaces and medieval streets
  • Evening Nightlife: Discover Rhodes’ LGBTQ+ friendly bars and clubs in the city center

Day 2: Sunday – Rhodes to Symi

  • Morning Departure: Set sail to Symi’s colorful neoclassical harbor
  • Symi Town: Spend afternoon and night at this fairy-tale port with pastel houses cascading down hillsides
  • Evening Exploration: Wander harborside tavernas and watch sunset from waterfront cafés

Day 3: Monday – Symi to Panormitis

  • Morning Exploration: Brief morning walk in Symi Town before departure
  • Swimming Bay: Stop for swimming in crystal-clear waters surrounded by dramatic cliffs
  • Panormitis Monastery: Visit the stunning 18th-century monastery and pilgrimage site

Day 4: Tuesday – Panormitis to Tilos

  • Tilos Harbor: Sail to this eco-friendly island surrounded by mountains and pristine beaches
  • Beach Exploration: Discover beaches or hidden coves with transparent waters for snorkeling
  • Village Life: Visit abandoned hilltop villages or relax in waterfront tavernas

Day 5: Wednesday – Tilos to Chalki

  • Chalki Island: Cruise to this undeveloped gem with crystal-clear waters
  • Beach Relaxation: Swim at pristine beaches perfect for peace and privacy
  • Harbor Evening: Stroll the beach promenade lined with traditional cafeterias and tavernas

Day 6: Thursday – Chalki to Fanes

  • Northwest Coast: Sail to Fanes on Rhodes’ quiet northwest coast – the colorful village away from tourist crowds
  • Beach Relaxation: spend afternoon at Fanes Beach
  • Village Evening: Explore this artistic village known for its colorful painted houses and peaceful atmosphere

Day 7: Friday – Fanes to Rhodes

  • Final Sail: Short cruise along the west coast back to Rhodes Town
  • Marina Arrival: Return to Rhodes Marina with time for final explorations
  • Farewell Dinner: Celebration dinner in Rhodes Old Town with Greek wine and memories of your Dodecanese adventure

Day 8: Saturday – Disembarkation

Disembarkation: By 09:00 at marina in Rhodes

  • Exchange contact info with your sailing family
  • Explore morning markets or head to airport for your journey home
  • Safe travels with unforgettable memories

What’s Included?

Included Not Included
  • A fantastic sailboat charter for your entire trip
  • All mooring/marina fees at embarkation and disembarkation ports
  • An incredibly fun and welcoming atmosphere!
  • Dinghy/tender with outboard motor (where available)
  • Expert, qualified skipper(s)
  • Fresh bedding, pillows, and towels
  • Fuel for both sailboat and dinghy/tender, Professional cleaning service after your journey
  • Your cabin with selected occupancy
  • Entry visas or travel immunizations
  • Meals and drinks (unless you’ve booked a trip with our fabulous onboard caterer) – see more here
  • Mooring/marina fees at ports of call
  • Pre/post-trip accommodation
  • Shore excursions or entertainment (unless specified as “ticket included” in your trip details)
  • Travel to/from the marina (airfare, transfers, ground transportation)
  • Trip cancellation and international medical insurance (we strongly recommend getting these through a third party)

Additional information

Onboard Activities

Daily Meditation

Theme

Greek Gladiators

Occupancy

Private Cabin (per person), Shared Cabin (per person)

Trip Duration

8 days

Comfort Controls

Adjustable hatches for fresh air

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