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May Cruises

Caribbean Holidays, May Cruises, A cruise ship approaching Charlotte Amalie harbour on a bright May morning, with green hills and turquoise Caribbean water

Why Choose May Cruises

May is a lovely time to take a cruise to the United States Virgin Islands. The islands are warm, welcoming and easy to explore, while the early summer atmosphere brings plenty of sunshine without the busiest feel of the winter cruise season.

A cruise holiday also makes it simple to enjoy several Caribbean highlights in one trip. Your ship provides a comfortable base, with restaurants, entertainment and sea views on hand, while each port gives you the chance to discover a different side of island life.

Caribbean Holidays, May Cruises, Colourful Charlotte Amalie waterfront in St Thomas, with historic buildings, palm trees and cruise ships in the harbour

Discover St Thomas

Many May cruises call at Charlotte Amalie, the lively capital of St Thomas. From the harbour, it is easy to reach historic streets, viewpoints and beaches, making this an excellent introduction to the United States Virgin Islands.

Spend time browsing the shops along the waterfront, climb the famous 99 Steps or take a taxi to Mountain Top for wide views across the islands. If you would rather keep things relaxed, Magens Bay offers calm water and a beautiful setting for swimming and an unhurried beach break.

Caribbean Holidays, May Cruises, White sandy beach and clear shallow water at Cruz Bay on St John, surrounded by tropical forest

Island Time on St John

Some itineraries include a visit to St John, an island known for its protected landscapes and peaceful beaches. Much of the island forms part of Virgin Islands National Park, so even a short visit can feel refreshingly natural.

Cruz Bay is a pleasant place to begin, with small shops, waterfront cafés and easy access to local excursions. You could snorkel in clear water, follow a short nature trail or simply settle beneath a palm tree and watch the boats move across the bay.

Caribbean Holidays, May Cruises, Snorkellers exploring a colourful coral reef in clear Caribbean water near the United States Virgin Islands

Activities for Every Traveller

May cruises to the US Virgin Islands suit both adventurous travellers and those who prefer to take each day slowly. Boat trips, kayaking and guided snorkelling excursions reveal bright reefs and abundant marine life just offshore.

On land, island tours can take you to historic landmarks, local viewpoints and quieter coastal villages. Ask your cruise operator about timings before booking, as organised excursions are planned around the ship’s departure and offer reassurance that you will return to port on time.

Caribbean Holidays, May Cruises, Relaxed passengers enjoying an outdoor cruise deck at sunset, with the Caribbean Sea and island silhouettes in the background

Planning Your May Holiday

Temperatures are generally warm in May, so pack lightweight clothing, comfortable footwear, swimwear and plenty of sun protection. A light cover-up is useful for air-conditioned areas on board, while a reusable water bottle helps during shore excursions.

When comparing United States Virgin Islands cruises, look at the length of each port call, the balance of sea days and the excursions available. Whether you want beaches, shopping, nature or a little of everything, a May sailing offers an easy and enjoyable way to experience this welcoming corner of the Caribbean.