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From Philipsburg to Philipsburg

Classic Caribbean

Dates:
6 Feb - 13 Feb 2027
Duration:
7 Nights
Journey type:
Cruise only (please call for flight options)
No. of ports:
7
Ship:
Wind Surf
Cruise Line:
Windstar Cruises
Fares:

From £2,474 pp

Beach near Philipsburg, St Maarten

From Philipsburg to Philipsburg

Classic Caribbean

Dates:
6 Feb - 13 Feb 2027
Duration:
7 Nights
Journey type:
Cruise only (please call for flight options)
No. of ports:
7
Ship:
Wind Surf
Cruise Line:
Windstar Cruises
Fares:

From £2,474 pp

Voyage Itinerary

6 February

Setting sail from Philipsburg

Philipsburg is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants. Travelling between the two halves of the island is hassle-free, and both sides boast beautiful beaches, friendly locals and pleasant little towns and villages.

Philipsburg, St Maarten
Loterie Farm, Pic Paradis, St Martin

Our tip

For a change of pace, go to Loterie Farm at the foot of Pic Paradis, the highest point on Saint Martin, where you can cool off, see the wildlife and rent a cabana for a day of swimming in the cascades.

7 February - At sea

8 February

Dominica: Roseau

The island of Dominica stands out from the rest of the Caribbean, a rugged natural paradise that remains blissfully free of mass market tourism. The capital, Roseau, is pleasant enough, but the island interior offers so much more, including thick jungle, bubbling hot springs, cascading waterfalls and abundant birdlife.
View of Roseau, Dominica from the sea

9 February

St. Vincent & Grenadines: Mayreau

Situated just to the west of the Tobago Cays, Mayreau is a tiny, barely inhabited island that can only be reached by boat. There is very little to do, which is the main attraction for those lucky few who wash up here; the palm-fringed beaches and gently lapping waters are the Caribbean island idyll par excellence.
Beach on Mayreau, St Vincent & The Grenadines

10 February

Guadeloupe: Terre-de-Haut

Eight tiny islands make up the Iles des Saintes, a sparsely inhabited archipelago off the southern coast of Guadeloupe. The most interesting island is hilly Terre-de-Haut, almost entirely populated by the fair-skinned descendants of Breton sailors and home to a beautiful bay reminiscent of a mini Rio de Janeiro.
Terre-de-Haut, Iles de Saintes, Guadeloupe

11 February

Saint Kitts and Nevis: Basseterre (Saint Kitts)

Laid back and low key, Saint Kitts is an island typified by rolling green hills, characterful beach bars and the lingering remnants of the sugar cane trade that once dominated here. Attractions include the UNESCO-listed Brimstone Hill fortress, the 18-mile Scenic Railway and the faded Georgian elegance of the capital, Basseterre.
St Kitts

12 February

Saint Barthélemy: Gustavia

Gustavia is the chic and petite capital of Saint Barths, a tiny French Caribbean island that’s renowned as a haunt of the rich and the famous. You can certainly live well here if you’ve got the means, with an array of gourmet restaurants and luxury boutiques aimed squarely at the A-list. The beautiful beaches, on the other hand, are free and open to all.
Gustavia, St Barths

13 February

Arriving in Philipsburg

Philipsburg is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants.
Philipsburg, St Maarten
Plane over Maho Bay, St Maarten

Don't miss

Air enthusiasts get really overexcited at Sunset Beach bar on Maho Bay, where the landing planes seem almost close enough to touch. It’s really quite dramatic.

The ship

Wind Surf

Capacity:
342 Guests
Crew:
210 Staff
Style:
This is laid-back luxury at its best with relaxed informal days, refined yet comfortable evenings and a friendly and welcomingcrew.

Windstar’s flagship sailing yacht is a stunning sail assisted cruise ship, which combines the refinement of a modern vessel with the romance of a tall ship.

What we love

Gracious staterooms provide a compact yet comfortable retreat. Facilities include several dining options and a variety of bars and lounges, a small swimming pool with two whirlpools and even a watersports platform. The décor is fresh and modern and the ship emerged from the first phase of a multi-year refresh in 2024, boasting upgrades to several public areas including Amphora and the pool deck. The second phase of the refresh which includes stateroom redesigns will occur in 2026.

Learn more about Wind Surf
Windstar Cruises - Wind Surf at sea

inclusions

  • All meals in all venues including room service
  • Soft drinks, speciality coffees and teas
  • Champagne welcome reception
  • All onboard entertainment
  • Use of the Fitness Centre & yoga classes
  • Unlimited use of all watersports equipment

Tailor-make your trip

Ways to make it better

  • Le Petit Hotel, St Martin

    Where to stay in Saint Martin

    Le Petit Hotel in Grand Case is such a fantastic choice – right on the beach, and great value.

How can we help?

Our frequently asked questions

From cruise tips to travel protection, here are some of our most-asked questions

visit our faqs

Will I save by booking with Mundy Cruising?

Absolutely. You'll save money and time by booking with us rather than directly with the cruise line and enjoy more flexibility in your travel arrangements. We have access to preferential rates and exclusive offers, and we offer expert advice on how to get the best value.

Can you help with pre and post-cruise arrangements?

From flights and transfers to hotels and tours, we can help with all your travel needs to make sure your trip is exceptional. What's more, we are members of ABTA and also offer full ATOL protection, not to mention a 24hr emergency contact, so we offer complete peace of mind.

What are the benefits of a small luxury ship?

Because small ships are able to reach smaller ports of call and provide a higher level of service than their big ship counterparts, we believe that small ship cruising is the very best way to travel. Usually they offer more space per person, and an attentive team to make sure you have the very best experience. Small ship cruising offers the very best of the best.

Why Mundy?

Who we are

Founded in 1970, we have sold more luxury cruises for more years than anyone else in the UK.

Mundy Cruising was the very first cruise specialist in the UK. We have been making the best cruise holidays even better since 1970.

How? Simply by offering our clients more expertise, more personal service, more unique ideas, more fascinating add-ons, more fabulous freebies and more peace of mind.

More about Mundy

We're happy to do all of that over the phone. But if you prefer to chat face to face, why not visit us at our comfortable offices on London's High Holborn - we'd be delighted to see you.