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May Tours

Caribbean Holidays, May Tours, Bright Caribbean beach on Saint Martin in May, with turquoise water, white sand and a few relaxed visitors

Why Visit in May

May is a lovely time to explore Saint Martin and Sint Maarten, especially if you want warm weather, beautiful beaches and a more relaxed feel. The winter crowds have eased, yet the island still has plenty of sunshine and a lively choice of restaurants, beach bars and excursions.

Temperatures are comfortably tropical, with warm sea water that makes swimming, snorkelling and boat trips easy to enjoy. You may see a few brief showers as the wetter season approaches, but these often pass quickly and leave the air fresh. May holidays can also offer good value, making this a smart month for an island escape.

Caribbean Holidays, May Tours, Colourful sightseeing tour through Marigot and Philipsburg, showing local shops, historic buildings and palm-lined streets

Explore Two Island Cultures

One of the best things about a Saint Martin and Sint Maarten tour is experiencing two distinct sides of the same island. The French side, Saint-Martin, is known for relaxed cafés, excellent food and the waterfront character of Marigot. Browse the market, look for local spices and enjoy a leisurely lunch before taking in views from Fort Louis.

Across the border, the Dutch side, Sint Maarten, brings a busier atmosphere and a fascinating mix of Caribbean and international influences. Philipsburg is ideal for a stroll along the boardwalk, while Front Street offers shops, historic sights and places to stop for a cool drink. No formal border crossing is needed, so it is easy to include both areas in one day.

Caribbean Holidays, May Tours, Small catamaran sailing beside a quiet Caribbean cove near Saint Martin, with snorkellers in clear blue water

Tours on the Water

May is a great month for getting out on the water. Catamaran cruises often include time for swimming and snorkelling, and the clear bays around the island reveal colourful fish close to shore. Some trips also visit nearby Tintamarre or Pinel Island, where you can enjoy a quieter beach and a proper sense of escape.

For something more active, try a guided kayak trip through calm coastal waters or book a sailing excursion around the island. Keep an eye out for sea turtles, seabirds and the rugged coastline. A sunset cruise is another memorable option, with the sky changing colour as the island lights begin to appear.

Caribbean Holidays, May Tours, Relaxed Caribbean beach day at Orient Bay in May, with sun loungers, palm trees and calm turquoise sea

Beaches for Every Mood

Saint Martin and Sint Maarten are home to beaches with very different personalities. Orient Bay is a popular choice for watersports and a sociable atmosphere, while Grand Case offers a more laid-back setting and some of the island’s best-known dining nearby. For a quieter afternoon, head to Anse Marcel or spend time on Pinel Island.

Maho Beach is famous for its close-up views of aircraft arriving at the nearby airport, making it one of the Caribbean’s most unusual experiences. If you prefer peace and space, ask about smaller coves and less developed beaches. Wherever you go, May’s warm water makes it tempting to stay for one more swim.

Caribbean Holidays, May Tours, Outdoor table with fresh Caribbean seafood and French-inspired dishes overlooking the sea at sunset on Saint Martin

Food, Flavours and Evenings

Food is a major part of any holiday here. Try French-inspired dishes on the northern side, fresh seafood by the coast and Caribbean favourites seasoned with local herbs and spices. A long lunch in Grand Case or a sunset meal overlooking the water is an easy way to slow down and enjoy island life.

Evenings range from quiet beach dinners to lively bars and music in Philipsburg. May usually feels pleasantly unhurried, so you can plan a full day of sightseeing without making every moment a rush. Choose a guided tour for local insight, or combine organised excursions with free time to discover your own favourite places.