Leeward Islands

Caribbean islands

Finish

Guadeloupe, Caribbean 🇬🇵

Finish

Guadeloupe, Caribbean 🇬🇵

Beginn

15.03.2027

End

26.03.2027

days

12

Milage

~ 500 nm

Category

Offshore

Number of participants

max. 8 crew

Free berths

8 free berths

Price (incl. VAT)

3.495 €

Trip planning

On our Caribbean sailing trips, we explore the islands of the Antilles. Our base is Guadeloupe, centrally located in the island chain between Antigua to the north and the Grenadines to the south. From here, we can head north to islands like Antigua or St. Martin, south to Martinique, St. Vincent, and even Grenada, or combine both directions. We decide which islands to visit together with the crew, tailoring the route to our preferences and their wishes. This freedom is part of the concept and makes each sailing trip a unique Caribbean adventure.

Even in the Caribbean, we remain true to our offshore DNA. Instead of short day trips from bay to bay, we sail longer overnight legs, covering many nautical miles and reaching more distant islands. On these multi-day voyages, the SY Imagine truly shines. As part of the crew, you'll be at the helm, trimming the sails and navigating. We sail around the clock in a watch system, and the crew quickly finds its rhythm of watches, navigation, and life on board. This transforms the Caribbean into a genuine sailing adventure for those seeking more than just a beach holiday and crewed sailing.

The Caribbean offers ideal conditions for our style of sailing. The trade winds blow very consistently from east to northeast and are highly predictable, allowing us to plan our route several days in advance. Since the island chain runs from north to south and the trade winds blow perpendicular to it, we usually sail with a broadside in both directions. It also stays warm at night, making night sailing under the Caribbean stars particularly enjoyable. Things get exciting in the open passages between the islands, where the trade winds blow in unimpeded from the Atlantic, and the wind and waves increase noticeably. We decide together, based on the wind and weather, where the next leg of our journey will take us.

The longer sailing legs give us ample time to truly explore the selected islands. In English Harbour on Antigua, the British seafaring tradition lives on today; breathtaking volcanoes rise on St. Vincent; Grenada is known as the Spice Island; and on Martinique, a visit to a rum distillery is highly recommended. On land, we hike through the rainforest, climb one of the volcanoes, and enjoy grilled lobster under palm trees. Of course, we also plan time to anchor off a white sandy beach and experience the crystal-clear, turquoise waters.

We also chose Guadeloupe with your travel arrangements in mind. The island is exceptionally well-connected via Paris and offers significantly more flight options than many other Caribbean islands. When planning your itinerary, we carefully analyzed flight schedules and strategically selected start and end days for the days of the week with the best connections.

Highlights

Every sailing trip has its own unique character. What distinguishes this one from other routes?

To help you get a better idea of what to expect on this trip, we've summarized some possible highlights here:

➼ Islands of the Antilles
➼ Anchoring off white sandy beaches
➼ Sporty stages in the trade winds
Crewmitglieder in Ölzeug an Deck auf windigen Segeltörn | Offshore-Meilentörn & Praxis-Skippertraining

sailing yacht

The JV 53 is a one-off performance design, consistently engineered for speed and safety in offshore sailing.

As a sporty yacht, it sails fast and safely. It offers a direct sailing experience at a high level. You can find all the technical details about the yacht here.

Arrival & Departure

Here you will find the exact coordinates of the starting port and the destination port. Our berth is not far from the pin on the map.

Simply click on the link and Google Maps will open.
We are happy to help you with any questions regarding your arrival and departure to the ports.

Start Port [Click for map]

Guadeloupe | Pointe-a-Pitre Marina

Destination Port [Click for map]

Guadeloupe | Pointe-a-Pitre Marina

Airports

Our sailing trips start and end in cities that have their own airport or are very easily accessible by bus and train.

The dates are conveniently spaced in the calendar, allowing for attractive flights and arrival/departure over the free weekends.

Airport

Pointe-à-Pitre Airport

Destination Airport

Pointe-à-Pitre Airport

Check-In & Out

Important: We have a tight schedule on the first day with several briefings and safety instructions. Please be punctual, like boarding a plane.

Please respect the punctual check-in and check-out times.

Beginn

15.03.2027

Check-in time

14:00

End

26.03.2027

Check-out time

10:00

All inclusive?

The price (incl. VAT) already includes all expenses for the sailing yacht during the trip: Berth, diesel, gas, bed linen & towel, provisions on board. There is no separate onboard kitty.

sailing yacht

One-Off Performance Sailing Yacht

Overnight stay

Overnight stays on board in single berths

Catering

Meals on board (excluding alcohol)

Feel-good factor

Fresh bed linen & towel

Safety equipment

Life jacket with distress beacon

fuel

Diesel & Gas for the Yacht

Yacht expenses

Port and berth fees

Ship's command

2x Skipper | Instructors

training

Training in navigation, seamanship, ship and crew management

Final cleaning

Cleaning the yacht

Travel expenses

Arrival and departure costs

In case of illness

International and travel health insurance

In case of resignation

Travel cancellation insurance

authorities

Foreign and travel visas

Restaurant visits

Land-based hospitality

alcohol consumption

alcoholic beverages

clothing

Personal sailing apparel

smile white

Just ask us!

You still have open questions Regarding the sailing trip, the yacht's equipment, or the crew on board?

Just drop us a quick line. The easiest way to reach us is directly via WhatsApp. This is the fastest way for us to reply to you personally.

Briefings

Well prepared on board. Get to know your base for your next sailing trip: our one-off performance yacht and the team of experienced skippers and instructors. To ensure you know exactly what to expect offshore, the crew briefing provides all the details about the itinerary, life on board, and participation requirements. We've compiled answers to questions about logistics, travel, and organization in our FAQs.

Segeltörn Skizze: Symbolischer Salzstreuer mit Meerwasser | Offshore-Meilentörn & Praxis-Skippertraining

All inclusive?

All prices (including VAT) include the ship's kitty. This means that provisions for onboard meals, fuel, moorings, and much more are already taken care of.

Segeltörn Skizze: Symbolische Fragezeichen für FAQ | Offshore-Meilentörn & Praxis-Skippertraining

What the FAQ?

All the answers to frequently asked questions. When is check-in? Are there single cabins? What is the average age on board?

Segeltörn Skizze: Symbolische Welle auf Silbertablett | Offshore-Meilentörn & Praxis-Skippertraining

Already packed?

Are pillows and blankets on board? Do I need rubber boots? What sailing clothing is recommended? Important: Remember your passport!

Your booking

Your booking confirmation

By clicking the button, you complete your booking and secure your berth on board. You will immediately receive your booking confirmation and invoice. Our emails and crew form will guide you through the preparation process until the start of your sailing trip – ensuring you are always well-informed.

Exclusive 10-day reservation

We know that coordinating vacation days or flights can sometimes take time. To take the pressure off, we offer our exclusive 10-day reservation. This will block your cabin in the system free of charge and without obligation, while you finalize your travel plans at your leisure.

Flexible payment methods

When booking, choose your preferred payment method: Use the convenient credit card payment for immediate settlement of the total amount. Alternatively, pay by bank transfer with a deposit of €50 (%, due within 14 days) and the remaining balance due 4 weeks before departure. This way, your berth is immediately reserved for you.

Leeward Islands

Caribbean islands

Finish

Guadeloupe, Caribbean 🇬🇵

Finish

Guadeloupe, Caribbean 🇬🇵

Beginn

15.03.2027

End

26.03.2027

Free berths

8 free berths

Price (including on-board expenses)

3.495 € (VAT included.)

Reserve your berth exclusively for 10 days or book your sailing trip directly and bindingly.

Early bird booking
Offers
up to -€600

All sailing trips in 2027
Valid until December 31, 2026