Why Not Both 2025: Full Itinerary

Embark on a journey that blends luxury, adventure, and unforgettable memories. The Why Not Both 2025 sailing trip takes you through the stunning coasts of Turkey and Greece, where each stop offers unique experiences, breathtaking views, and opportunities for adventure. Here’s the full itinerary with all the details you need to start dreaming about your trip.

Day 1: Bodrum, Turkey – Meet, Greet & Sail Away

Highlights:

  • Meet the WNB crew and fellow adventurers at a charming café near Bodrum Marina.

  • Set sail aboard our two luxury yachts, Elara 1 and the Love Boat.

  • Spend the evening anchored in a secluded bay, enjoying a welcome party under the stars.

What to Expect:
After check-in, you’ll board the yachts and meet your travel companions. Take time to settle into your cabins before a laid-back evening featuring swimming, dining, and our first onboard DJ set. This is your introduction to the Why Not Both experience—luxury, fun, and adventure in perfect harmony.

Day 2: Kos, Greece – A Beach Party Extravaganza

Highlights:

  • Explore Kos Harbor City with its vibrant shops, markets, and restaurants.

  • Join a WNB-hosted beach party takeover with world-class DJs.

  • Experience the nightlife on Kos Bar Street.

What to Expect:
Start the day by soaking in the charm of Kos, grabbing authentic Greek food, and exploring local boutiques. As the afternoon heats up, we’ll host an electrifying beach party at a nearby club, followed by a night out at one of Kos’s hottest spots.

Day 3: Leros, Greece – Sunset Magic

Highlights:

  • Swim at three breathtaking coves as we sail to Leros.

  • Explore the Leros Marina and its vibrant shops and eateries.

  • Dance the night away at a sunset party overlooking the sparkling waters.

What to Expect:
After a relaxing morning, we’ll arrive in Leros, where you’ll have time to explore at your leisure. As the sun sets, get ready for a scenic party at a mountaintop venue, with views that will take your breath away.

Day 4: Lipsi, Greece – Relax or Explore

Highlights:

  • Optional activity: Rent a moped or buggy to explore Lipsi’s hidden gems.

  • Discover charming coastal villages, quiet beaches, and quaint taverns.

  • Recharge and unwind at your own pace.

What to Expect:
This is your day to choose your own adventure. Whether you’re looking for downtime or want to dive into exploration, Lipsi offers something for everyone. Wander the picturesque streets, find a secluded beach, or take a scenic drive around the island.

Day 5: Patmos, Greece – History Meets Party

Highlights:

  • Guided walking tour of Chora, the main village in Patmos.

  • Visit historic sites like the Monastery of Saint John.

  • Attend a “secret” WNB party in a serene location.

What to Expect:
Dive into the rich history of Patmos with a morning tour, followed by a journey to a quieter part of the island. There, we’ll host an intimate party where you can enjoy stunning ocean views and relax in a tranquil setting.

Day 6: Kalymnos, Greece – Adventure Awaits

Highlights:

  • Morning hike with breathtaking viewpoints.

  • Afternoon beach day with options for snorkeling or relaxation.

  • Explore Kalymnos’s unique caves and picturesque villages.

What to Expect:
Kalymnos is all about adventure. Start your day with a refreshing hike and panoramic views, then head to the beach for some sun and sea. The island’s rugged landscape is perfect for exploration, offering hidden treasures at every turn.

Day 7: Bodrum, Turkey – Farewell Celebration

Highlights:

  • Spend the day sailing and enjoying the open sea.

  • Wrap up the trip with one final WNB DJ takeover at a top Bodrum nightclub.

  • Relive the best moments of the trip with your new friends.

What to Expect:
Our final day at sea will be a mix of relaxation and celebration. After a day of sailing, we’ll return to Bodrum for a grand finale party. This is your last chance to soak in the vibes, capture memories, and dance the night away.

Day 8: Departure from Bodrum

Highlights:

  • Morning farewells as we disembark at 9 AM.

  • Travel home or continue exploring Turkey on your own.

What to Expect:
After a week of unforgettable experiences, it’s time to say goodbye. Exchange contacts with your new friends and prepare to share stories of this extraordinary adventure.

Final Thoughts

The Why Not Both 2025 trip is more than a vacation; it’s a curated experience that brings together luxury, culture, and community. From partying under the stars to exploring historical gems, this journey is designed to create lasting memories. We can’t wait to set sail with you!

Read more on our FAQ Page.

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Flight Tips & Tricks: Getting to Bodrum for Why Not Both Trips