May Island Hopping |

Discover May Island Hopping

A multi-country trip to Saint Vincent and the Grenadines in May is a wonderful way to experience the Caribbean beyond one beach resort. This is the start of the region’s quieter summer season, so you can enjoy warm weather, inviting seas and a more relaxed atmosphere as you travel between different islands.

Begin on Saint Vincent, the largest island, where rainforest-covered slopes, lively local communities and black-sand beaches offer a rewarding introduction. From here, continue to the Grenadines for a change of pace, with smaller islands, calm bays and plenty of opportunities to swim, sail and simply enjoy the view.

Caribbean Holidays, May Island Hopping, Colourful waterfront buildings and fishing boats in Kingstown, Saint Vincent, with lush hills in the background

Start in Saint Vincent

Kingstown makes an interesting first stop, with its busy harbour, historic churches and colourful market stalls. Spend time wandering through the town before heading into the countryside, where winding roads lead to viewpoints, waterfalls and plantations surrounded by dense tropical greenery.

May is a good month for exploring outdoors. You could take a guided walk towards La Soufrière volcano, visit the botanical gardens or relax at a quieter beach on the island’s western coast. The scenery feels especially rewarding after a day of sightseeing, with mountains rising behind the sea and the sound of palms moving in the breeze.

Caribbean Holidays, May Island Hopping, Traditional wooden sailing boat travelling between small Caribbean islands under a bright blue sky

Travel Between Islands

Island-hopping is part of the adventure, and travelling by boat gives you a different perspective of the destination. Depending on your itinerary, you might sail or take a ferry towards Bequia, Canouan, Mayreau or the Tobago Cays. Routes and sailing times can vary, so a well-planned itinerary helps you make the most of each stop.

Look out for uninhabited islets, hidden coves and sea turtles as you cross the water. The journey itself often becomes one of the highlights, particularly when the sea is calm and the islands appear gradually on the horizon.

Caribbean Holidays, May Island Hopping, White-sand beach and turquoise lagoon in the Tobago Cays with a sea turtle swimming near a small boat

Relax in the Grenadines

The Grenadines are ideal for slowing down. Bequia combines a friendly harbour with local restaurants and attractive beaches, while Mustique is known for its peaceful atmosphere and discreet style. On Mayreau and in the Tobago Cays, the emphasis is on clear water, soft sand and unhurried days.

Snorkelling is excellent around the reefs, where colourful fish move through the shallows and turtles can often be spotted. You can also hire a boat, join a sailing excursion or find a quiet stretch of sand for a picnic. Evenings are simple and enjoyable, with fresh seafood, rum drinks and sunsets over the islands.

Caribbean Holidays, May Island Hopping, Relaxed Caribbean beach restaurant at sunset with fresh seafood, outdoor tables and palm trees

Plan Your May Holiday

Pack light clothing, comfortable walking shoes, swimwear and sun protection. May can bring a short tropical shower, but these often pass quickly and help keep the landscape lush. It is also worth leaving room in your plans for unexpected discoveries, from a local festival to a secluded swimming spot.

A Saint Vincent and the Grenadines multi-country holiday suits travellers who want variety without rushing. By combining the character of Saint Vincent with the laid-back beauty of the Grenadines, you can enjoy nature, culture, sailing and beach time in one memorable Caribbean trip.