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2025 Sailing in Greece

Sailing in Greece: October 2025

Have you ever dreamed of sailing the Mediterranean? Picture yourself gliding over turquoise waters, surrounded by breathtaking islands steeped in history and beauty. Now imagine stepping ashore to explore ancient ruins, wander through charming whitewashed villages, and savor delicious Greek cuisine in quaint seaside tavernas. This October, Big Blue Sailing invites you to join us on an unforgettable 7-day journey through the Greek islands—a perfect blend of relaxation, adventure, and cultural discovery.

Whether you’re an experienced sailor eager for your next adventure or a curious beginner looking to dip your toes into the sailing world, this trip is designed with everyone in mind. Our small group size ensures personalized attention, and the stunning Greek islands provide the perfect backdrop for a week of exploration and learning.

Trip Details

  • Dates: TBA (October 2025)
  • Yacht: 4-cabin monohull with private accommodations
  • Group Size: Maximum 6 guests
  • Cabin Cost: TBA
  • Deposit: TBA

What Makes This Adventure Special?

This sailing trip is a chance to immerse yourself in the beauty and culture of Greece while enjoying the serenity of life at sea. Over seven days, you’ll discover:

  • The Magic of Greek Islands: From world-famous spots to hidden gems, each island has its own story to tell. You’ll explore ancient ruins, stroll through colorful markets, and capture Instagram-worthy sunsets.
  • A Hands-On Sailing Experience: Want to take the helm or learn the ropes? This is your chance to develop or refine your sailing skills under the guidance of experienced sailors.
  • Relaxation and Comfort: Your home for the week is a modern 4-cabin monohull, offering private accommodations and plenty of space to unwind.
Ready to set sail?

Itinerary Highlights

  • Sail the Mediterranean: Feel the wind in your hair and the sun on your face as we navigate some of the most beautiful waters in the world.
  • Cultural Discovery: Step back in time as you visit ancient temples, Byzantine castles, and charming fishing villages.
  • Local Flavors: Taste authentic Greek dishes, from freshly grilled seafood to homemade baklava, paired with local wines and ouzo.
  • Unparalleled Scenery: Whether it’s the shimmering sea, dramatic cliffs, or pristine beaches, the views are guaranteed to leave you speechless.

Who Is This Trip For?

This sailing adventure is for everyone! Whether you’re a seasoned sailor or completely new to life on the water, you’ll feel right at home. You can get hands-on with the sailing or simply sit back, relax, and let us do the work. Every day brings new opportunities to learn, grow, and create memories with fellow travelers.

Charter Terms & Information for Your Big Blue Sailing Adventure

At Big Blue Sailing, we’re all about making your experience unforgettable. To help ensure everything goes smoothly, we’ve laid out some important details below. Please take a moment to review this info before you set sail with us:

1. Booking and Payment
  • Deposit:A 50% deposit is required to secure your spot. This deposit is non-refundable, but it locks in your reservation for an amazing adventure.
  • Full Payment:The remaining balance is due at least 90 days before your trip. If you book within 90 days, full payment will be due right away. Once payments are made, they’re non-refundable, so please make sure you’re ready to sail!

We know plans can change, and sometimes cancellations are necessary. Here’s our policy:

  • More than 90 days before the trip: You can transfer your deposit or full payment to another Big Blue Sailing trip. If the new trip costs more, you’ll need to pay the difference, but if it’s less, we’ll refund you the difference.
  • Within 90 days of the trip: Unfortunately, deposits and full payments become non-refundable. However, we’ll still do our best to transfer your payments to another trip if we can fill your spot. If we can’t, your payments will be forfeited.
  • Please note: We highly recommend trip cancellation insurance to protect yourself just in case.

While we do our best to keep things running smoothly, there may be times when unforeseen circumstances require us to cancel or adjust your trip, such as weather issues or health concerns with our crew.

If this happens, we’ll offer you the option to transfer to another trip or provide a full refund for any amount you’ve paid. Unfortunately, we can’t cover any additional expenses you might incur, such as flights or hotels.

We strongly encourage you to purchase travel insurance to protect yourself against unexpected events, whether it’s a cancellation, medical emergency, or trip interruption. BBS leaders are trained in First Aid and carry communication equipment for emergencies, but we can’t cover medical expenses or evacuation costs.

Make sure you’re covered before you join us!

For your safety and ours, you’ll need to sign a Waiver of Liability before your trip starts. This waiver releases Big Blue Sailing from liability for any accidents, injuries, or damages that happen during the trip, even if they’re caused by your own actions.

You’ll need to submit the signed form before we can welcome you aboard.

By participating in this trip, you’re giving us permission to take photos or videos of your adventure. These might be used for marketing purposes, but don’t worry—we won’t publish anything without asking for your consent.

We respect your privacy and will always check before using any specific photos.

From time to time, we may update or modify these terms. If that happens, we’ll post the changes on our website and notify you of any important updates. Continuing with your booking after changes means you accept the new terms.

Feel free to reach out if you have any questions or concerns. We want to make sure you’re ready for the trip of a lifetime with Big Blue Sailing!

Are You Ready to Set Sail? Reserve Your Spot

Spaces are limited to just six guests to ensure an intimate and personalized experience. This also means spots will fill quickly, so don’t wait too long to secure yours!

Email us today to learn more about this incredible trip. Whether you’re joining solo, with a partner, or as a group, we can’t wait to welcome you aboard and share this adventure of a lifetime.

Sailing the Greek islands is an experience that will stay with you forever.

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Have any questions or want to learn more about us? Drop a message! Just fill out the form below, and we’ll get back to you as soon as possible.