We are proud to be a multi-award-winning cruise specialist

Classic Caribbean
21 Mar - 28 Mar
7 Nights
7 Ports
Windstar Cruises

Classic Caribbean

21 March - 28 March 2026
From £1,910 pp

Duration

7 Nights

Journey Type

Cruise only (Please call for flight options)

Ports

7 Ports

21 March

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.

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.

22 March

At sea

23 March

Dominica: Roseau

24 March

St. Vincent & Grenadines: Mayreau

25 March

Guadeloupe: Terre-de-Haut

26 March

Saint Kitts and Nevis: Basseterre (Saint Kitts)

27 March

Saint Barthélemy: Gustavia

28 March

Arriving in Philipsburg

There are some amazing hikes on the island, so if you feel up to it, hire a guide to take you on one of the trails.

The Ship

Your home from home

Windstar Cruises - Wind Surf at sea
Windstar Cruises - Wind Surf pool
Windstar Cruises - Wind Surf stateroom
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 throughout.

Capacity 342 Guests
Crew 210 International Staff
Style This is laid-back luxury at its best with relaxed informal days, refined yet comfortable evenings and a friendly and welcoming crew.
Inclusions
  • All meals in all venues including room service
  • Soft drinks, speciality coffees and teas
  • Welcome cocktails
  • All onboard entertainment
  • Unlimited use of the Fitness Centre
  • Unlimited use of all watersports equipment
More about Wind Surf

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.

ENQUIRE NOW

Classic Caribbean

21 March - 28 March 2026
From £1,910 pp

Duration

7 Nights

Journey Type

Cruise only (Please call for flight options)

Ports

7 Ports

Ship

Wind Surf of Windstar Cruises

Enquire Now

Why Mundy?

Who we are

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

Matthew Lonsdale

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.

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 Russell Square - we'd be delighted to see you.

Mundy Cruising office in Russell Square, London