4 Late-Spring Beach Vacations to Take in April and May

The months of April and May are the sweet spot for a late-spring getaway—nestled in between the spring break crowds and the influx of visitors that the summer months bring. The weather is usually warm and mild, and the days are getting longer, thanks to daylight saving time. Below, discover four of our favorite late-spring getaway spots, where you’ll enjoy uncrowded beaches, laid-back seaside towns, and luxurious Inspirato accommodations.

Rosemary Beach/WaterColor, Florida

Florida’s so-called “Emerald Coast” shines in late spring with pleasant weather and a dip in crowds once the spring break vacationers depart. Explore the colonial-inspired town of Rosemary Beach while staying in a home like Sugarwhite Cottage, and enjoy upscale eats and charming boutiques. Or, head to WaterColor to stay in a home like Mistflower, which includes access to resort amenities like multiple pools, tennis courts, and a beach club.

Grand Cayman, Cayman Islands

Discover the enduring appeal of Grand Cayman while staying near Seven Mile Beach or Rum Point—the former is in the heart of the island’s action, while the latter is a great fit for a more relaxed and off-the-beaten-path vacation. One of the most famous stretches of sand in the Caribbean, Seven Mile is within a 5-minute drive of Inspirato homes Flora and Fauna. At Rum Point, you’ll be steps from the north coast’s serene and lesser-crowded beaches at residences like Hickatee. And if you don’t want to, you needn’t even go anywhere to catch some sun—all come with their own private pools and boast stunning views of the Caribbean Sea.

Wailea, Maui, Hawaii

One of Maui’s most gorgeous coasts and prestigious coasts, Wailea welcomes visitors year-round but shines in April and May. From a luxe home base with Inspirato, explore the famous Road to Hana, snorkel or scuba dive along Molokini Crater, and so much more. Stroll the uncrowded beachfront path that connects many of the Wailea five-star resorts, including Fairmont Kea Lani and Andaz Maui at Wailea Resort. Be sure to sample the world-class restaurants at surrounding resorts; many are just a short walk away.

Punta de Mita, Mexico

An under-the-radar gem just north of Puerto Vallarta, Punta de Mita is a laid-back enclave known for its quaint seaside villages and powder-soft beaches with calm waves. All seven Inspirato homes here, including Las Terrazas and Las Brisas, come with their own private pools and breakfast prepared in-home daily. Each is just a short walk to a serene stretch of sand, one of the nicest beaches along Bahia de Banderas.