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From 1,790€ per person
From 1,790 € /person
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Adventure offered by Stephan

12 days
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Experience the idyllic islands around St. Maarten, Anguilla, St. Barths, Saba and St. Eustatius on our relaxed sailing trip in February 2026! On this unique route, we combine the most beautiful destinations of the northern Lesser Antilles into a relaxed sailing adventure – without long, hard passages, but with plenty of time to enjoy, swim, explore and unwind.
Dive into crystal-clear waters, sail past white beaches, discover secluded coves and vibrant colonial towns. Experience the true Caribbean feeling amidst French flair, relaxed beach life, palm-fringed shores, and the breathtaking volcanic landscape of Saba. The laid-back island atmosphere, Creole cuisine, and the gently rocking boat will make this trip your personal Caribbean dream. The itinerary is intentionally short and ideal for travelers who love relaxation, swimming, memorable experiences, and the thrill of sailing!
We start and finish in the sheltered Simpson Bay on St. Maarten: Perfect accessibility by plane, optimal infrastructure and after just a few miles the first dream island is already in sight.
Our sailing trip takes us to Anguilla – with perhaps the most beautiful beaches in the Caribbean and turquoise nature reserves – and on to the exclusive anchorages of St. Barths, where French flair and Caribbean elegance blend seamlessly. From there, we sail through tranquil bays (such as Colombier and Tintamarre) to the "Unspoiled Queen" Saba – a true rarity, volcanic, green, and wild – and then on to the historic St. Eustatius with its ancient forts. After a detour to Grand Case on St. Martin and the famous Maho Beach, we enjoy our last few days in the Caribbean relaxing in a turquoise lagoon.
This island hopping trip combines relaxation, adventure, enjoyment and sailing fun – a travel experience that awakens joy of life and wanderlust!

Highlights
• St. Maarten – Start in the vibrant Simpson Bay
• Anguilla – turquoise dream beaches & relaxed beach bars
• Prickly Pear & Sandy Island – Snorkeling like in a postcard paradise
• St. Martin (Grand Case) – French flair, Creole gourmet cuisine
• St. Barths – Caribbean chic, trendy boutiques, dream bays (Gustavia & Anse de Colombier)
• Tintamarre – Turtles, snorkeling, Robinson Crusoe experience
• Saba – volcanic island, hiker's paradise, spectacular nature
• St. Eustatius – Historical flair & exciting underwater world
• Maho Beach – Planes land almost on the beach
• Relaxing, short daily stages – time for swimming, exploring & relaxing

Territory
The northern Lesser Antilles are a paradise for gourmets and sailing enthusiasts – short distances, steady trade winds, and a pleasant climate. We can expect air temperatures of 26–29°C and warm water temperatures of 25–27°C. Northeast trade winds of force 4–5, and mostly dry weather. The people live with Caribbean ease, and international influences are evident everywhere. A perfect region for relaxed island hopping instead of stressful sailing!
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  • Plan
    Our trip begins and ends in the sheltered Marigot Bay on St. Martin – the perfect starting and returning point.
    After check-in, we'll get to know each other and get ready for our Caribbean adventure. On the first day of sailing, we'll head to Anguilla, where we'll enjoy idyllic anchorages and sink our toes into powder-white sand.
    Over the next few days we will sail on to Prickly Pear, Sandy Island and then across to the French side of St. Martins – Grand Case beckons with attractive restaurants and a relaxed atmosphere.
    Another highlight: St. Barths with its exquisite town of Gustavia, sophisticated boutiques, and the idyllic Colombier Bay, accessible only by boat. Here, we experience Caribbean exclusivity up close!
    We cross over to Saba – the “Unspoiled Queen” impresses with its lush rainforest, spectacular views from Mount Scenery, and tranquil, unspoiled nature. Those who wish can hike to the highest point in the Kingdom of the Netherlands!
    Next, we travel to St. Eustatius, where time seems to have stood still – a perfect opportunity for a stroll through history, nature, and colorful Caribbean everyday life.
    Back on St. Maarten, we anchor off Grand Case and experience once again the perfect blend of Caribbean lifestyle and French cuisine, swim off Tintamarre and admire the jets at the legendary Maho Beach on the last day of sailing.
    Our trip ends where it all began: slumbering in Marigot Bay, rich in new experiences, moments of happiness and Caribbean serenity.

    Wind & Climate
    • Northeast trade winds 4–5 Beaufort – reliable and pleasant (!)
    • Air temperature Ø 28°C, water Ø 26°C
    • Dry season – infrequent, short, warm showers

    yacht
    Our Hanse 575 (17m) combines speed, comfort, and safety at the highest level. It features four double cabins (each with its own bathroom/toilet), a separate skipper's area, a spacious saloon, a fully equipped galley, a hydraulic bathing platform, a watermaker, 220V power in all cabins, solar panels, multimedia system, Wi-Fi (optional), modern safety equipment, and powerful navigation. The tender provides flexible access to shore.
    The yacht is self-sufficient and so comfortably equipped that we can easily do without everything even in secluded bays – enjoyment on and by the water is guaranteed!
    Services
    • Sailing trip with a professional skipper
    • Berth in double cabin (single occupancy available for a surcharge)
    • Sailing instructions (for those who want them)
    • Bed linen, towels, final cleaning
    • Dinghy with motor, SUP, snorkeling equipment

    Additional costs
    • Onboard kitty for food, drinks, port fees, diesel, security deposit insurance, national park/anchor fees (~€250 per week per person)
    • Arrival/Departure to St. Maarten
    • Restaurant visits on land
    • Personal expenses, insurance

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Other information
The skipper for this activity speaks english and german. To participate you must speak one of the languages spoken on board.

*Onboard kitty: Please budget approximately €200-€300 per person per week. This covers final cleaning, diesel, bed linen, towels, provisions, customs clearance for various countries, harbor fees, mooring buoys, and national park fees. The skipper is traditionally exempt from contributing to the kitty and is provided with meals.
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Itinerary
Stephan
Meet Stephan, the coordinator
2 reviews At Sailwiz since 2023
Every day I am thankful for this beautiful life. I would like to share that. Normally, as an organizational developer, I accompany companies in change processes. When it comes to sailing, I want to contribute to making this adventure more sustainable and environmentally friendly.
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Response rate: 93%
Response time: Less than a day

Boat details

Our yacht, a Hanse, stands for a comfortable and outstanding experience. It gives you a feeling of spaciousness, a calm atmosphere and offers the freedom you need for your activities. Nevertheless, it is fast, sporty and has great sailing performance. It was designed by Volvo Ocean Race Designers and is the fastest yacht in its class.

The large cockpit offers enough space for pleasant get-togethers and long conversations with a breathtaking panoramic view. On the sun deck you can be alone, take the time to read a book or enjoy the nature around you. The skipper's cabin has its own entrance. Even if you are supported by a professional crew, you still have your privacy.

The yacht is a modern Hanse 575. It has 4 double cabins and a cabin for the skipper. Each cabin has its own bathroom with electric toilet. Starlink, multi media, air conditioning, generator, 230 V in all cabins and Nespresso coffee machine. Solar panels, radar, AIS, watermaker, washing machine, bathing platform and a dinghy with an electrically powered outboard motor. Comprehensive safety and navigation equipment as well as many other equipment that you need to be self-sufficient.
The perfect yacht that meets the highest standards of safety, design, sailing characteristics and comfort.
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Specifications
  • Model: Hanse - 575
  • Capacity: 9 spots
  • Length: 17.15 m
  • Cabins: 4
  • Year: 2014
  • Bathrooms: 4
Features
  • GPS
  • Radar
  • Life jackets
  • VHF
  • Sounding line
  • Electric windlass
  • Autopilot
  • Wind equipment
  • EPIRB
  • Generator
  • Tender
  • Bow thruster
  • Shower
  • Bimini
  • Fishing rods
  • HI-FI equipment
  • Wifi
  • TV
  • Equipo de snorkel

Additional Information

Included
  • Insurance
  • Costs of mooring and anchoring
  • Professional skipper
  • Bed linens
  • Paddle Surf
  • Fishing equipment
  • Certificates
  • Equipo de snorkel
  • Towels
Not included
  • Costs of mooring and anchoring
  • Meals on board
  • Food and drink on land
  • Airport transfer
  • Gas
  • Flights
  • Skipper's food
Payment methods
  • Credit/debit card
  • Wire transfer

5 · 2 reviews

  • Wir entdecken die Welt: Die kleine Atlantiküberfahrt - Malaga zu den Kanaren
    avatar
    November of 2024
    Excellent trip from Gibraltar to the Canary Islands! The sailboat is super comfortable and safe and the skippers are very friendly and professional with lots of nautical experience. Highly recommended!
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  • Happy New Year in the Caribbean
    avatar
    December of 2023
    We have enjoyed some unforgettable days on board! The Caribbean really is a paradise.
    Captain Andy has been great, a very calm person who has allowed us to help him and pilot.
    The Hanse 575 is a modern, spacious and comfortable sailboat, with plenty of privacy as each cabin has its own bathroom.
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Next dates

  • 15 Feb (2026) · 12 days
    Confirmed, places available Confirmed, available
    1790 € /person
    9500 € /boat
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Response rate: 93%
Response time: Less than a day
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