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Sailing Vacations for Special Occasions

Whether you’re marking a significant birthday, milestone anniversary, or retirement that’s been a long time coming, the most special occasions benefit from the right setting, the right people, and no outside interference.

A private yacht charter with The Moorings gives you all three. Choose a sailing destination that suits your experience, plan an itinerary filled with your favorite activities, and set sail at your own pace. 

Start your celebrations early by exploring our charter options, award-winning yachts, and recommended destinations below.

Why book a yacht charter for your special occasion?

Marking a significant milestone is worth getting right. A private charter puts everything in your hands, from the guest list to the itinerary.

While chartering a yacht with The Moorings:

Types of Charters

Sailing Vacations for Special Occasions

Crewed Charter

The definitive way to spend time away. A dedicated professional crew, including a captain and a gourmet chef, takes care of everything on your behalf. From navigation to custom multi-course dining, celebrate properly on the open water.

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Sailing Vacations for Special Occasions

Bareboat Charter

For experienced sailors who want full control of the charter. Take the helm, chart your own passage, and guide your favorite people to uninhabited islands, secluded coves, and quiet anchorages.

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Couple on transom of crewed yacht

Power Charter

Designed for efficiency, stability, and speed, our power catamarans cut down travel time between islands. This allows you to maximize your celebration time while lounging on the expansive flybridge or relaxing in the saloon with family and friends.

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Couple on transom of crewed yacht

Skippered Charter

If you would prefer to spend your anniversary or birthday focused on you and your guests, add a professional skipper to your charter. They will handle all the technical logistics and navigation, while offering local insights that you won’t find in standard travel brochures.

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Our Award-winning Yachts

Our award-winning yachts are designed with performance and comfort in mind, with features that make them the only choice for celebrating a special occasion: a flybridge for sunset toasts, spacious seating areas, wide wraparound windows for enjoying the panoramic ocean views, and private en-suite cabins for complete privacy. 

Get to know your yacht from the inside out with an interactive 360° virtual tour before setting sail.

Top Sailing Destinations for Special Occasions

Sailing Vacations for Special Occasions

Sardinia

Moorings staff was professional and supportive from the moment we entered into contract to sail in Sardinia until our trip was over. Lorenzo our captain was exceptional making us feel safe, comfortable aboard, and guided us to many sensational destinations.

  • Unbeatable Mediterranean Climate
  • Short Passages & Quiet Towns
  • Dozens of Harbors to Choose From
Athens Zea Moorings yacht

Athens

Everyone at the Athens base made the process as easy as possible. We were given a clean and prepared boat, the staff was fantastic and the experience reaffirmed my commitment to charter with the Moorings again!

  • Picturesque Harbors of Hydra and Spetses
  • Ancient Historical Sites
  • Easy Access to Saronic and Cyclades Islands
Sailing Vacations for Special Occasions

Corfu

We were very pleased with the seamless transition from the airport pick up to the dock at Corfu to meeting our Captain and the experience and itinerary he created for us. It was a wonderful holiday. I would recommend it highly to others.

  • Easy Access to Paxos & Anti-Paxos
  • Sandy Beaches & Pebbly Coves
  • Intuitive Navigation

Why The Moorings?

We’re against settling for less than the highest standard, so we take care to offer some of the most rewarding moments at sea.

When you celebrate with us, you dictate the pace, the view, and the itinerary, all backed by more than 50 years of yacht charter expertise.

Take a look at how previous guests have celebrated birthdays, anniversaries, and other special occasions with us.

Customer Reviews

Sailing The British Virgin Islands
GlobeTrotting731870 BVI

In July 2026 we chartered with Moorings-SunSail in the BVI and it was great. If you are planning to charter there – ask for Max – he is fantastic. We were happy with our boat and Lindsey ( onsite Director) went out of her way to quickly address a small issue with our grill the day of departure within minutes. We highly recommend requesting Captain Max ( we called him Magic Max) as your Captain. he is an exceptional sailor – knowledgeable, calm, attentive and focused on delivering the experience his guests are seeking. Each day he laid out a clear plan with thoughtful options. he was always prepared and on point. His technical expertise was outstanding – he could fix anything that happened mechanically on the boat as he had worked 2 years in a shipyard – he could troubleshoot and fix issues himself without having to reply upon headquarters. Max always knew where to take us – be it a quiet secluded area with a beach all to our own or a fun lively location for happy hour and dinner. Max also helped out son reconnect with his latent sailing skills. He was patient, encouraging and enthusiastic to instruct – and that really made the trip extra-special for our family. Again – if you are looking for the BEST captain – ask for Max – he truly made our trip exceptional.

iomeuan Athens

What an amazing experience, enjoyed sailing around the islands with our excellent and very knowledgeable skipper Christoss who really made the trip special. Would definitely recommend to anyone looking for a hot holiday with a good balance between relaxing and exploring.

bayoubiker BVI

Sailing the BVI’s is always nice, but getting really expensive and crowded.

772alixg Abacos

Lovely, well appointed boat. Only 2 issues noted: drawer under stove would not lock and in rough seas it tended to crash out. The grill was hard to use and didn’t get very hot. Otherwise the boat was in excellent condition and was well supplied. Sadly the weather was pretty rough but we were all experienced sailors so nobody got sick. We really enjoyed getting back to the Abacos

M896RRrobc Abacos

Charter Captain Gio was superb. Very knowledgeable, competent and “safety first” approach. Carefully planned daily itinerary to meet our objectives (sailing, snorkeling) and always had a surprise adventure to keep our teenage grandchildren involved and entertained. Passionate approach to sharing his love for sailing with all of us.

FAQs

How far in advance should we book our special occasion yacht charter?

For peak season yacht charters, booking six to twelve months ahead will tend to give you the best yacht and date availability. You will also usually be able to secure cheaper flight prices the further in advance you book. Booking your yacht charter as early as possible also gives you more time to plan your itinerary, and add in excursions, activities, and celebrations to suit your occasion.

How do we customize the menu for an anniversary or birthday charter?

If you select a crewed charter, we’ll ask about your food preferences ahead of time. Then, your onboard chef can tailor every multi-course meal, drink, and snack to your group’s specifications.

View a sample menu today.

What if some of my guests do not have any sailing experience?

No prior sailing experience is required if you book a skippered or crewed charter. Your skipper will take complete charge of navigation, ensuring everything runs smoothly from the moment you leave the marina.

Contributor

ameliamiles

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