10. - 16. June 2025
feel the breeze
The Argentario Sailing Week: Where Ocean meets Passion.
Welcome to Argentario Sailing Week, a spectacular fusion of tradition and innovation set against the breathtaking backdrop of the Italian coast. This prestigious regatta unites sailors of all levels, transforming the charming harbours of Porto Santo Stefano and Porto Ercole into vibrant hubs of nautical celebration.
As modern racing yachts and classic wooden boats grace the Tyrrhenian Sea, each race day offers a unique challenge, testing sailors’ strategy, intuition and seamanship. The competition showcases the rich heritage of sailing whilst pushing the boundaries of maritime excellence.
Beyond the thrilling races, Argentario Sailing Week is a feast for the senses. Delectable Italian cuisine, live music and convivial evenings create an atmosphere of joy and camaraderie. This enchanting blend of sport, culture and natural beauty offers an unforgettable experience for participants and spectators alike.
Join us for a week where passion meets proficiency, and the spirit of sailing comes alive in the most captivating way. Argentario Sailing Week: where maritime tradition and Mediterranean charm create an extraordinary nautical adventure.
What Is the Argentario Sailing Week?
The Argentario Sailing Week is a prestigious regatta held annually in the picturesque Argentario region of Tuscany, Italy. This multi-day event unfolds in the azure waters surrounding Porto Santo Stefano, a charming coastal town nestled on the Monte Argentario peninsula.
The regatta attracts a diverse array of participants, from seasoned professionals to enthusiastic amateurs, all competing in various classes and categories. Spectators are treated to a dazzling display of sailing prowess, with vessels ranging from elegant classic yachts to cutting-edge racing boats.
Beyond the thrilling races, the Argentario Sailing Week offers a vibrant festival atmosphere. Participants and visitors alike revel in the stunning Tuscan coastal scenery, whilst enjoying a rich programme of social and cultural activities both on and off the water.
This premier event in the Mediterranean sailing calendar provides an unparalleled opportunity to celebrate the art of sailing, immerse oneself in local culture, and forge connections within a passionate sailing community. With its perfect blend of competitive spirit and Italian charm, Argentario Sailing Week promises an unforgettable experience for all who attend.
How Much Does It Cost to Participate in the Argentario Sailing Week?
Premium-Regatta-Bundle: from € 11.940,- per person
Single Day Tickets: from € 1.985,- per person, per day (ONLY 2 TICKETS AVAILABLE PER DAY).
We know how crucial it is for you to have a comfortable and delightful stay. Whether you’re here to take part in the Argentario Sailing Week or simply to relish the ambience, you can have peace of mind knowing that we have attended to every detail to make your stay as enjoyable as possible. Get ready for the ultimate sailing experience with us!
Included in your single day ticket:
- Choose to actively race or relax on board with a professional skipper and crew
- Fresh-made snacks aboard and beverages during racing
- Celebrate with a “Splice the mainbrace” drink back in the marina
- Dance the night away at the lively evening parties with entertainment
- Receive a participation certificate and nautical mile confirmation for your seaman’s book if desired
- Relax knowing all taxes and fees are included
Additionally included in your Premium-Regatta-Bundle:
- Free shuttle service from and to Rome Fiumicino airport
- Convenient on-site shuttle service to take you to the marina and evening events
- Learn the ropes with a 1-day briefing and manoeuvre training at sea
- Experience the thrill of 4 exciting racing days
- Join the exclusive crew parties
- Show your team spirit with provided uniform polo shirts and caps
- On-site event support throughout the event
- Opening, Closing, and Award Ceremonies/Parties
What Is Included in the Premium Regatta Bundle?
We understand the importance of tailoring our sailing experiences to meet your unique needs. Recognizing that some of our guests may have different requirements, or may not need accommodation at all, we offer a variety of options. Each hotel or apartment we offer has been selected with the most excellent care, drawing on the experiences and feedback from our customers to ensure we meet your expectations.
Whether you’re joining us to participate in the thrilling sailing events at the Argentario Sailing Week or to savour the maritime atmosphere, rest assured that every aspect of your journey has been meticulously planned.
From the moment of your welcome, complete with a champagne toast, to the professional guidance you’ll receive on board, we’re committed to making your sailing adventure with us nothing short of perfect.
Get ready for the ultimate sailing experience with us!
Included in the Premium-Regatta-Bundle:
- Private shuttle service from and to Rome Fiumicino (FMO) airport
- Sip on champagne at the exclusive welcome gathering
- Convenient on-site private shuttle service
- Choose to actively race or relax on board with a professional skipper and crew
- Learn the ropes with a 1-day briefing and manoeuvre training at sea aboard the select yacht
- Experience the thrill of 4 exciting racing days
- Our select yacht is exclusively reserved for you and your fellow guests.
- Fresh-made catering aboard, as well as non-alcoholic beverages during sailing and racing
- Celebrate with a “Splice the mainbrace” of champagne, beer, and wine back in the marina after each sailing and racing day
- All Spirits and Oliva Premium Cigars
- Lively Evening Entertainment
- Show your team spirit with provided uniform polo shirts and caps
- On-site German, Dutch and English event support throughout the event
- Opening, Closing & Award Ceremonies and Parties
- Receive a participation certificate and nautical mile confirmation for your seaman’s book if desired
- USB-Stick with Photos and Videos from the week
- Relax knowing all taxes and fees are included
What Is Included in the Single Day Tickets?
You now have the ultimate chance to be part of the Argentario Sailing Week for just 1 day. To make sure you stay as flexible as you want to be, we offer single day tickets for the regatta full of sailing action.
Included in your Single Day Tickets:
- Choose to actively race or relax on board with a professional skipper and crew
- Freshly made snacks and non-alcoholic beverages during sailing and racing
- Celebrate with a “Splice the mainbrace” back in the marina
- Lively evening entertainment
- Receive a participation certificate and nautical mile confirmation for your seaman’s book if desired
- Relax knowing all taxes and fees are included
Is It Possible to Reserve the Entire Yacht for Exclusive Use?
You certainly have the option to secure exclusive reservations for the entire yacht. The allure of reserving the entire yacht rests in the privacy, bespoke customization, and exclusive experience it affords, rendering it a versatile and ideal selection for a wide range of events and personal preferences.
Private Parties: People looking to host private celebrations such as weddings, anniversaries, or milestone birthdays.
Corporate Events: Companies seeking a unique setting for corporate retreats, team-building activities, or client entertainment.
Families and Friends: Large groups of friends or extended families wanting an exclusive sailing experience.
Luxury Travelers: Travelers seeking a personalized and luxurious vacation experience.
Charter Companies: Businesses specializing in yacht charters for events, vacations, or special occasions.
Celebrity or VIP Guests: High-profile individuals or celebrities wanting privacy and exclusivity during their sailing experience.
We provide exclusive booking options for a variety of yachts. Please do not hesitate to contact us; we are dedicated to providing tailored solutions that meet your specific needs. Reach out to
May I Bring My Own Yacht and Join the Event?
Do you own a yacht and want to participate in the event without the hassle of organizing berth, accommodation, food, and entertainment? If so, you’ve come to the right place!
We provide a range of services, including:
- Logistics and navigation support
- Concierge services such as airport on-site shuttle, coordination of onshore events, and planning accommodation and meals
- Crew coordination assistance, whether you need help assembling a skilled crew or hiring a skipper
- And much more….
Explore our blog, the Regatta 101 Guide, or contact us at for additional details.
Join with Our Premium Regatta Bundle or Single Day Option
Request Our Free Digital Event Brochure and Receive a Special Discount on Your Booking!
Discover the Surroundings
Book Your Spot!
Secure Your Spot on a Magnificent Classic Yacht and Be Part of the Argentario Sailing Week.
Please note that at this stage, no payment is required. After submitting your details, you will receive a reservation confirmation and further information. Should you agree with all terms, you have the option to make payments seamlessly through a credit card, PayPal, or a bank transfer. Please be aware that the booking will only be considered confirmed once the payment is received.
Prices are in €, per person, including VAT. Book more than one event and receive a 5% discount on your invoice! Don’t miss out on this amazing opportunity to experience the best of the sailing world while saving a little extra.
classic sailing yacht
Hallowe'en
In 1926, William Fife III launched the 24.7m cutter Hallowe’en. According to William Fife III, designer of a number of classic yachts still racing today, “Hallowe’en is the perfect gentleman’s yacht. She is a jewel”. When gaff-rigged racers dominated various regattas, he chose to rig the yacht as a low-aspect Bermudan cutter. Her mast and boom heights continued to change over the years, and eventually, she was transformed into a yawl.
Under new owner Alfred Larsen, a Norwegian industrialist, she returned to the Atlantic after racing in the Mediterranean for several years. The yacht became the official yacht of the Royal Norwegian Racing Club and was helmed by Prince Olaf numerous times. Following her transatlantic journey in 1938, she vanished from radar screens. She was further renamed Cotton Blosson IV by Walter Wheeler and continued her history of ocean racing before eventually being donated to the Classic Boat Museum in New Port, Rhode Island, for a much-needed refit.As a result of funds drying up in New Port, Hallowe’en was in need of a new owner and returned to the Mediterranean when Elizabeth Meyer (owner of J-Class Endeavour) assisted in finding a buyer.
From 1988 to 1991, Hallowe’en was carefully restored to her original lines at the Classic Boat Works in Newport, Rhode Island. All sawn English Oak frames were carefully repaired or replaced, and the planking was secured with bronze fasteners from the museum. Having undergone some major changes in France in 1994, she underwent another transformation in 1998, perhaps looking better now than ever. After several refits (and owners), she is now available for charter in the Mediterranean, where she races competitively in the classic regatta circuit spanning France, Corsica, Spain, and Italy. The latest refit was performed in 2009 by Fairlie Restorations on the Hamble river, UK.
Classic Charme
Hallowe’en is undoubtedly one of the most stunning yachts on the regatta scene. This fast and excellent Fife-built cruiser/racer is highly recommended for charter by anyone seeking a vintage wooden sailing yacht of the highest quality. In addition to being one of the most beautiful Fifes ever built, she is able to make fast passages across the oceans and still wins classic regattas. With her original mahogany interior, Hallowe’en is one of the finest vintage racing yachts in the Mediterranean.
A captivating blend of nature, history, and culture
Your Premium-Regatta-Bundle Itinerary
Experience 4 days of racing thrill from 10 – 16 June 2025, aboard our select classic sailing yacht. Welcome to the Argentario Sailing Week, a prestigious regatta that promises unforgettable memories on the enchanting Tuscan coast.
Situated in the heart of Porto Santo Stefano, this event offers a dynamic sailing experience you won’t want to miss. We kickstart your journey with seamless arrangements, ensuring a smooth start to your adventure. Over 4 thrilling days of regatta racing, you’ll sail on our select classic yacht, complemented by a comprehensive day of safety training at sea. Aboard the yacht, you’ll relish fresh sandwiches, fruit, refreshing beverages, and indulgent moments featuring Champagne, spirits, and Oliva Premium Cigars. After exhilarating days on the water, we celebrate with a drink in true maritime tradition, and your evenings will be alive with vibrant entertainment, all while you proudly sport your crew uniform. The regatta’s standout moments encompass the formal inauguration, concluding festivities, and the presentation of awards.
Your accommodation at one of our carefully chosen hotels near the marina comes with a delightful breakfast, setting an ideal tone for each day. Throughout your adventure, our 24/7 on-site event support takes care of all your needs, ensuring you have a worry-free experience. With all taxes and fees included, you’re free to focus on the incredible experiences of Argentario Sailing Week. Your journey is commemorated with a participation certificate and nautical mile confirmation, and you can relive these cherished moments with a USB-Stick brimming with event photos and videos.
Your adventure awaits – welcome to Argentario Sailing Week.
Premium-Regatta-Bundle
Single Day Ticket
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Day 1 - Arriving in Style: Your Journey Begins in Argentario
tuesday
10th June
Arrival and Airport Pick-up
Your journey commences with a seamless arrival. Our exclusive airport shuttle service to and from Rome Airport (FCO) ensures your comfort and relaxation, eliminating any transport concerns. We’ll manage your luggage and check-in process, guaranteeing a stress-free start to your holiday.
Check-InUpon reaching Argentario, we prioritise making your check-in process effortless. With your luggage and transport already sorted, you’re free to focus on enjoying the stunning surroundings without a worry.
Free Time
The choice is yours for how to begin your stay. Savour a welcoming flute of champagne whilst mingling with fellow guests and learning about your classic sailing yacht and its crew. Alternatively, take some time to unwind on a local beach or at a seaside café. Indulge in fresh Italian cuisine and relish the gentle sea breeze, setting the perfect tone for your memorable journey ahead.
The Day at a Glance
- Arrival at Rome Airport (FCO)
- Exclusive shuttle service to Argentario
- Effortless check-in at accommodation
- Free time options:
- Welcome champagne and yacht introduction
- Beach relaxation or seaside café visit
- Evening at leisure to enjoy Italian cuisine
Day 2 - Sea Breeze Start: Safety, Swimming, and Sunset Festivities
wednesday
11th June
Coastal Awakening and Safety Briefing
Start your day with a delicious breakfast, accompanied by the gentle sea breeze and captivating coastal vistas. Following this, our skilled crew will lead a comprehensive safety briefing and hands-on handling exercises aboard our yacht. You’ll learn essential safety procedures and gain practical experience, ensuring your confidence throughout the journey.Maritime Immersion
After the exercises, recharge with delightful snacks and refreshments on deck. For those who desire a refreshing swim, the option is open, allowing you to truly embrace the maritime experience. Then, engage in the time-honoured seafarer tradition of “Splice the Mainbrace” – a unique opportunity to bond with your fellow guests and create lasting memories.Welcome Celebration
As the sun begins to set, gather for a welcome cocktail, celebrating the beauty of Argentario and marking the start of an unforgettable week. This coincides with the Argentario Sailing Week opening ceremony, where you’ll join other guests amidst live music, splendid yachts, and animated conversations, kicking off a week full of exceptional experiences.The Day at a Glance
- Coastal breakfast and safety briefing
- Yacht handling exercises and refreshments
- Optional swim and “Splice the Mainbrace” tradition
- Welcome cocktail and Argentario Sailing Week opening ceremony
Day 3 - Regatta Kickoff: Sailing Thrills and Evening Toasts
thursday
12th June
Sumptuous Breakfast and Welcome Ceremony
Awaken to the breathtaking sight of the golden sun rising over the horizon and the invigorating aroma of freshly brewed espresso. After a hearty breakfast, immerse yourself in our welcome ceremony and Skipper’s Briefing, where anticipation builds for the thrilling escapades ahead.
First Official Regatta Race
The excitement peaks as we unfurl our sails and embark on the First Official Regatta Race – a thrilling test of skill and unwavering sailing passion. As the race unfolds, enjoy an array of delectable snacks and refreshments aboard to keep your spirits high and energy replenished.
Evening Celebrations
Returning to the marina, we raise our glasses in a triumphant toast to a day well sailed. You then have a delightful choice: embrace leisurely free time to explore and savour the coastal beauty at your own pace, or join fellow adventurers for a convivial aperitif where stories and laughter flow freely. As the sun dips below the horizon, your connection with the sea and your fellow sailors deepens, igniting anticipation for the adventures that await in the days ahead.The Day at a Glance
- Welcome ceremony and Skipper’s Briefing
- First Official Regatta Race with onboard refreshments
- Return to marina and celebratory toast
- Evening options: free time to explore or group aperitif
Day 4 - Second Regatta Challenge and a Night at the Fortress
friday
13th June
Second Official Regatta Race
Wake up to the beautiful coastal views of Argentario. The day’s main event is the Second Official Regatta Race, a exciting test of sailing skills and teamwork. As you navigate the waters, enjoy the thrill of competition and the joy of sailing. Throughout the race, delightful snacks and refreshments keep your spirits high and energy replenished.Evening Dinner at the Spanish Fortress
As the sun sets, we gather for a remarkable “Crews Dinner” at the historic Spanish Fortress in Porto Santo Stefano. It’s the perfect way to round off an eventful day, surrounded by new friends and the charm of coastal Italy.Relaxation and Anticipation
End the day feeling satisfied as the flavours of the sea linger. Unwind and recharge for another exciting day in Argentario, brimming with new adventures and discoveries.The Day at a Glance:
- Morning Calm: Embrace the serene beauty of Argentario’s coastline.
- Regatta Excitement: Thrill in the Second Official Regatta Race.
- Evening Delight: Enjoy a memorable “Crews Dinner” at the Spanish Fortress.
- Day’s End: Reflect and recharge for new adventures.
Day 5 - Morning Sails, Evening Vines: A Day of Racing and Wine
saturday
14th June
Maritime Morning Majesty
At dawn, the early light revives the excitement of the previous day. With renewed energy, we head to the marina, readying our yacht for another maritime adventure.
Third Official Regatta Race: Igniting Sailing Passion
The third race rekindles our passion for sailing, driving us as we navigate the open seas. Each maneuver sharpens our focus, turning the sea into a competitive arena of skill. After the race, we honour the tradition of “Splice the Mainbrace,” celebrating our shared love for sailing with fellow sailors.
Tuscany Wine Tasting: A Journey into Culture
Our day unfolds into a cultural odyssey with a wine tasting. Surrounded by picturesque vineyards, we savour the flavours of this renowned region and partake in the ancient art of winemaking. It’s a journey that immerses us in tradition, culture, and the art of living in Tuscany.
The Day at a Glance:
- Prepare for a new maritime adventure.
- Navigate the third race with renewed passion.
- Celebrate with “Splice the Mainbrace.”
- Enjoy a wine tasting in Tuscany’s vineyards.
Day 6 - Tuscany’s Last Race: A Day of Challenges and Celebrations
sunday
15th June
Tuscany Sunrise: New Beginnings
The final day dawns with a stunning Tuscan sunrise, signalling new beginnings and sparking excitement for the day’s adventures. At the bustling marina, sailors prepare their vessels, including our classic yacht, expertly crafted for competition.
The Ultimate Challenge
As we leave the harbour, we join a remarkable fleet of yachts, each a masterpiece of maritime craftsmanship. The race begins, and we push our yacht to her limits, embodying the spirit of her legendary designer as we strive for victory.
Prize Giving Ceremony: Honouring Champions
After a thrilling race, we eagerly anticipate the prize-giving ceremony. Champions are celebrated with applause, bringing sailors together in mutual respect for the sea and each other. The day concludes with the Fair Winds Cocktail and an Oliva Cigar, a fitting toast to our achievements and the bonds forged during this unforgettable adventure.
The Day at a Glance:
- Begin with a stunning Tuscan sunrise and yacht preparation.
- Join the fleet and push for victory in the final race.
- Attend the prize-giving ceremony, honouring champions.
- Toast to success with a Fair Winds Cocktail and an Oliva Cigar.
Day 7 - Farewell Bella Italia: Until We Meet Again
monday
16th June
Ciao Bella Italia
As dawn breaks, it’s time to say Ciao to Bella Italia. This week has been a whirlwind of maritime adventures and cherished moments that have left an indelible mark on our souls. We’ve savoured the thrill of the sea and the warmth of Italian hospitality, creating unforgettable memories.
Departure and Airport Drop-Off
Our dedicated shuttle service is ready to escort you back to Rome’s airport, though you may choose to extend your stay in this captivating city, where history and modernity intertwine in mesmerising harmony. It’s a chance to explore Rome’s historic streets, savour its culinary delights, and soak in its timeless charm.
‘Arrivederci’, Not Goodbye
As we reluctantly part ways with this enchanting place, we carry with us the enduring spirit of adventure and the promise of uncharted horizons. Until our paths cross again, dear friends, let this not be a farewell, but a heartfelt Arrivederci – a pledge that our shared adventures will continue.
The Day at a Glance:
- Farewell to Bella Italia after a week of adventures.
- Shuttle to Rome’s airport or option to extend your stay.
- Explore Rome’s historic streets and culinary delights.
- Part with a warm *Arrivederci*.
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Morning
argentario Awaits
Arrive at the Harbour
Discover your classic sailing yacht in the harbour of Porto Stefano, nestled on the Argentario Peninsula along Italy’s captivating Tuscan coast. To make your journey even more convenient, we offer the option of coordinating transportation from either Rome airport or your hotel, ensuring a seamless arrival at the marina. Once there, take the opportunity to explore the vibrant harbour and connect with your fellow crew members.
Additionally, you can immerse yourself in the preparations for your upcoming voyage and engage in a detailed discussion with your experienced skipper about the day’s exciting plans.
Afternoon
Push Your Limits
Sail to Victory
Prepare to cast off the mooring line and embark on an extraordinary journey to conquer the Argentario Sailing Week, with the ultimate prize being the distant finish line on the horizon.
As we leave the harbour, you’ll be surrounded by a fleet of magnificent yachts, each a testament to nautical elegance and craftsmanship. The race kicks off, and the excitement is unparalleled! While the competition on the water may be fierce, it’s our unwavering determination and love for the sport that will propel us forward.
Whether you’re eager to actively participate in sail handling or prefer to relax and bask in the breathtaking spectacle, the choice is entirely yours. Amidst the adrenaline-fuelled race, a tempting array of snacks and refreshments awaits on board, allowing you to fully savour the thrill of the day. Evening
Maritime Celebration
Argentario by Night
We make our way back to Santo Stefano on the picturesque Argentario Island. On arrival at the marina, we honour the maritime tradition of “Splice the Mainbrace,” raising our glasses to celebrate our successful competition. You can luxuriate in the experience, enjoying an Oliva cigar and, if you wish, indulging in a sip of the finest rum. Feel free to embark on your own adventure, whether exploring the bustling harbour or taking a leisurely stroll through the charming streets of Santo Stefano, where local treasures await around every corner.
As the sun sets, the evening promises a lively social gathering, which you are invited to attend for as long as you wish. And if you’re not quite ready to bid farewell, you might consider extending your stay at one of our selected partner hotels. The choice is yours: another day of seafaring adventures with us, or further exploration of the captivating Argentario Island.
Prime Picks: Seafront Elegance
Our Curated Hotels Near Porto Stefano
Welcome to the Argentario Sailing Week, where the thrill of competitive sailing meets the comfort of world-class accommodations! At Argentario, we’re dedicated to crafting an experience that resonates with the individual preferences of each sailor, spectator, and enthusiast. This is why we offer various hotels, ensuring everyone finds their ideal fit for this thrilling event.
Recognizing our participants’ varied tastes and budget requirements, we’ve curated a selection of lodgings to satisfy all. Whether you’re drawn to the opulent comforts of a waterfront resort, the quaint allure of a boutique hotel, or the practicality of budget-friendly options, we have something for everyone.
Central to our hotel choices is their proximity to the port. This strategic location offers you the flexibility to quickly join the harbour’s festivities or to retreat for some quiet time. With Argentario Sailing Week, you have the freedom to define your own experience, balancing the thrill of the races with the comfort of your stay.
Or would you prefer something entirely different? Ask us, we have a solution for every requirement.
3* Bike&Boat Argentario
Scenic Retreat
3* Bike&Boat Argentario
The Bike&Boat Argentario Hotel, located in the heart of Porto Santo Stefano, offers guests a comfortable retreat with a picturesque terrace. Its standout feature is its prime location on the panoramic road connecting Porto Santo Stefano to the upper part of the village near Fortezza Spagnola, providing guests with a unique view of the Maremma hills and Monte Amiata. This makes it an excellent starting point for exploring the Monte Argentario region with its captivating sea views. The hotel caters to cycling enthusiasts, offering bike rental services, and provides on-site activities such as diving, snorkelling, and horse riding for sports enthusiasts.
The 3-star establishment features 18 air-conditioned rooms equipped with amenities like flat-screen TVs, minibars, and electric kettles. Each room has a marble floor, a wardrobe, and a desk. Guests can enjoy a continental or buffet breakfast and access room service and a shared lounge.
While the hotel may have simple furnishings, it focuses on cleanliness and multilingual and friendly staff who speak English, German, Spanish, and Italian. This and its proximity to the harbour and yacht berths make it a convenient choice for us to access the Agentario Sailing Week.
Hotel Amenities
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3 Stars
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Wi-Fi
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Air Conditioning
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Satelite TV
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Fabulous Breakfast
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Elevator
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Concierge Service
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Outdoor Terrace
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City Center, Beach and Harbor within short walking distance
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Organized Tours (Diving, Snorkelling, Horseback riding)
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Bicycle rental
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Accessibility for people with disabilities
Room Amenities
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Double or Twin Rooms (15m2)
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Rooms for Single Use
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Ensuite Bathroom
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Soundproofing
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Air Conditioning
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Wi-Fi
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Satelite TV
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Safe
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Telephone
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Minibar
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Hairdryer
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Accessibility for people with disabilities
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Bidet
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Tile/Marble floor
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Hypoallergenic