3 Best Honeymoon Destinations for May 2026/27

Ocean Terraces with dramatic Pacific views at Turtle Bay Resort Oahu Hawaii

Ocean Terraces with dramatic Pacific views at Turtle Bay Resort Oahu Hawaii

May is a month of renewal. This is a time when the world bursts into color, offering the perfect backdrop for a honeymoon filled with love and adventure. Whether you’re dreaming of secluded beaches, romantic vineyards, or old-world European charm, May 2026 presents an incredible opportunity to start your new life together in unforgettable fashion.

These three are just the May picks. For the full year-round guide, see our 26 best honeymoon destinations around the world, covering every region with specific hotel recommendations and the Virtuoso perks we arrange at each property.

With natural beauty and countless romantic destinations awaiting, it's the perfect time to ensure your honeymoon is as special as it deserves to be. When you book with Wander by Wilson, you receive exclusive VIP perks designed to make your honeymoon truly extraordinary:

  • Breakfast included daily, so you can start each day of your romantic getaway with ease.

  • $100 Resort Credit, perfect for a luxurious spa experience, a candlelit dinner, or other indulgent moments.

  • Priority consideration for upgrades, ensuring your stay is as comfortable and unforgettable as possible.

  • Plus more exclusive benefits, tailored to enhance your honeymoon adventure.

Now let’s explore the top three destinations that promise to make your honeymoon dreams come true.

Aerial drone view of turquoise Kuilima Cove and Turtle Bay Resort North Shore Oahu Hawaii

Aerial drone view of turquoise Kuilima Cove and Turtle Bay Resort North Shore Oahu Hawaii

1. Hawaii – Tropical Bliss and Adventure

Why Honeymoon Here?

Hawaii’s enchanting islands offer a harmonious blend of breathtaking natural beauty, luxurious resorts, and thrilling activities. With perfect weather in May and a serene atmosphere, it’s a dream destination for couples seeking tropical romance.

For more domestic luxury options, see our guide to the top luxury retreats in the USA, which includes several Hawaii and mainland properties where we arrange Virtuoso perks.

Top Resorts

Private infinity pool at ocean bungalow with direct sea views Turtle Bay Resort Hawaii

Private infinity pool at ocean bungalow with direct sea views Turtle Bay Resort Hawaii

1. Ritz-Carlton Turtle Bay

Located on Oahu’s secluded North Shore, the Ritz-Carlton Turtle Bay offers honeymooners a tranquil escape far from the island’s busier areas. The oceanfront bungalows are thoughtfully designed for privacy, featuring oversized soaking tubs, outdoor showers, and panoramic views of the Pacific. Indulge in exclusive spa treatments infused with locally sourced botanicals, or spend your day lounging in a private cabana by the pool. For adventurous couples, the resort offers guided snorkeling tours, hiking trails through lush jungles, and sunset horseback rides on the beach.

Main Moana Pool at Turtle Bay Resort with white lounge chairs and tropical gardens Oahu

Main Moana Pool at Turtle Bay Resort with white lounge chairs and tropical gardens Oahu

2. Kona Village, A Rosewood Resort

Situated on the Big Island, Kona Village is a hidden gem where luxury meets tradition. This resort pays homage to its Hawaiian heritage, with individual hale (villas) inspired by traditional island architecture. Each villa offers modern comforts like private plunge pools, outdoor daybeds, and open-air showers. Couples can enjoy stargazing evenings, fresh island cuisine at the resort’s oceanfront restaurant, and access to the nearby Volcanoes National Park. For a truly unforgettable moment, book a private dining experience on the beach, illuminated by tiki torches.

Golden hour sunset reflecting off infinity pool at a luxury Napa Valley resort California

Golden hour sunset reflecting off infinity pool at a luxury Napa Valley resort California

3. 1 Hotel Hanalei Bay

Nestled on Kauai, the “Garden Isle,” 1 Hotel Hanalei Bay combines sustainable luxury with an intimate connection to nature. This eco-conscious resort features ocean-view suites designed with natural materials and earthy tones to blend seamlessly with the surrounding landscape. Couples can enjoy sunrise yoga overlooking the bay, farm-to-table dining with fresh, organic ingredients, and private excursions along the dramatic Na Pali Coast. Don’t miss their couple’s wellness treatments at the spa, which incorporate native Hawaiian healing traditions.

Activities to Spark Romance:

  • Helicopter ride over volcanic landscapes.

  • Private beach picnics.

  • Sunset catamaran cruises along the Na Pali Coast.

Elegant hillside exterior of Auberge du Soleil nestled in Napa Valley vineyards California

Elegant hillside exterior of Auberge du Soleil nestled in Napa Valley vineyards California

2. Napa Valley – Romance in the Vines

Why Honeymoon Here?

For wine and food lovers, Napa Valley offers a picturesque escape where rolling vineyards and gourmet experiences set the tone for romance. May’s blooming season creates a magical backdrop for intimate getaways.

Top Resorts:

1. Auberge du Soleil

Known as the “Inn of the Sun,” this Mediterranean-inspired resort is perched on a hillside, offering breathtaking views of Napa Valley’s vineyards. Suites feature private terraces with outdoor soaking tubs, wood-burning fireplaces, and contemporary art pieces that create an ambiance of refined elegance. Honeymooners can savor a Michelin-starred dining experience at the resort’s signature restaurant or indulge in couples’ treatments at the spa, which is set amidst olive groves. For added romance, book a sunrise hot air balloon ride arranged by the resort.

Rows of lush grapevines under blue sky in Napa Valley wine country California

Rows of lush grapevines under blue sky in Napa Valley wine country California

2. Alila Napa Valley

Alila Napa Valley offers a sophisticated blend of modern design and rustic charm. Each suite boasts floor-to-ceiling windows that frame stunning vineyard views, alongside private terraces with fire pits. The resort’s curated experiences include private wine-tasting tours, culinary classes with renowned chefs, and personalized wellness sessions at the on-site spa. Its location adjacent to the historic Beringer Estate ensures easy access to some of the region’s best wineries.

Secluded pool with white umbrellas surrounded by oak trees at Auberge du Soleil Napa Valley

Secluded pool with white umbrellas surrounded by oak trees at Auberge du Soleil Napa Valley

3. Solage Napa Valley

Combining laid-back luxury with a vibrant social atmosphere, Solage is ideal for couples who want relaxation and fun. The resort features contemporary cottages with vaulted ceilings, private patios, and spacious soaking tubs. Highlights include their geothermal pools, an award-winning spa, and Solbar, where innovative dishes are paired with local wines. Borrow bikes to explore the nearby vineyards, or spend a lazy afternoon lounging poolside with a glass of rosé.

Activities to Spark Romance:

  • Hot air balloons ride over the vineyards.

  • Candlelit dinners in wine caves.

  • Couples’ spa treatments surrounded by vineyards.

Infinity pool merging with rolling hills and mountains of Napa Valley California

Infinity pool merging with rolling hills and mountains of Napa Valley California

3. Portugal – Old-World Elegance Meets Modern Charm

Why Honeymoon Here?

Portugal combines rich history, vibrant culture, and stunning landscapes, making it a unique destination for couples seeking romance with a touch of adventure. From the lush Douro Valley to the serene beaches of Comporta, there’s something for every couple.

Top Resorts:

1. Six Senses Douro Valley

Located in the heart of Portugal’s wine region, Six Senses Douro Valley is a sanctuary for couples seeking relaxation and exploration. The 19th-century manor house has been lovingly restored, blending historic charm with modern luxury. Accommodations range from vineyard-view rooms to private pool villas. Enjoy activities like wine tastings in local cellars, river cruises on the Douro, and forest bathing. The spa offers holistic treatments designed to rejuvenate both body and mind, making it a must-visit during your stay.

Rustic luxury cabana suites along the natural bio pool at Sublime Comporta Portugal

Rustic luxury cabana suites along the natural bio pool at Sublime Comporta Portugal

2. Sublime Comporta

Nestled amidst pine forests and rice fields, Sublime Comporta is a serene retreat for couples who appreciate understated luxury. The resort’s private villas come equipped with plunge pools, outdoor living spaces, and chic interiors inspired by the natural surroundings. Guests can dine on fresh, seasonal cuisine at the resort’s alfresco restaurant or explore nearby pristine beaches. The slower pace of life here makes it an idyllic spot to unwind and reconnect.

Rugged Portuguese coastline with beach club white umbrellas and clear water Comporta

Rugged Portuguese coastline with beach club white umbrellas and clear water Comporta

3. Belmond Reid’s Palace

Perched atop a cliff on the island of Madeira, Belmond Reid’s Palace has been a symbol of luxury for over a century. This legendary retreat features elegantly appointed rooms with ocean-facing balconies, lush gardens, and an infinity pool that appears to merge with the Atlantic. Couples can enjoy afternoon tea on the terrace, explore Madeira’s dramatic coastline, or savor exquisite Portuguese dishes at the resort’s Michelin-starred restaurant. For adventure-seekers, activities like hiking and whale-watching are also available.

Activities to Spark Romance:

  • Private wine tastings in Douro Valley.

  • Exploring the rugged beauty of Madeira’s coastline.

  • Relaxing on Comporta’s secluded beaches.

Receational

Expert Tips for a May Honeymoon

Why May is the Perfect Month:

  • Ideal weather conditions in many romantic destinations.

  • Fewer crowds compared to peak summer months.

  • Opportunities for seasonal activities like wine harvests or spring festivals.

Packing Essentials:

  • Lightweight layers for warm days and cooler evenings.

  • Comfortable shoes for exploring vineyards or hiking trails.

  • Travel-friendly skincare for sunny destinations.

Pools

Booking With Us – A Stress-Free Honeymoon Experience

Planning a honeymoon should be exciting, not overwhelming. When you book with us, you’ll enjoy:

  • Exclusive Perks: Complimentary upgrades, spa credits, and romantic extras like champagne on arrival.

  • Tailored Itineraries: Your honeymoon, your way—we customize every detail to suit your style and preferences.

  • VIP Access: Insider connections with top resorts for priority bookings and personalized experiences.

  • Hassle-Free Planning: From flights to activities, we handle everything so you can relax and enjoy.

Your honeymoon marks the start of your greatest adventure together. With destinations like Hawaii, Napa Valley, and Portugal offering a blend of unparalleled luxury and romance, May 2026 is the perfect time to embark on this journey. Whether you’re sipping wine under a golden sunset or relaxing in a private ocean-view villa, your honeymoon will be a story you’ll cherish forever.

Ready to make your dreams a reality? Let us help you craft a honeymoon filled with love, laughter, and unforgettable moments.

Not a May wedding? See April for Cabo, Anguilla, and South Africa, or June for Norway, Tuscany, and Greece.

FAQs

  • May is excellent for Hawaii. It marks the start of the dry season with warm temperatures around 27–30°C, fewer crowds than summer, and hotel rates that are noticeably lower than the December through April peak season. Maui and the Big Island are the best islands for a luxury honeymoon, and we arrange Virtuoso perks at Four Seasons, Montage, and Andaz properties.

  • Private wine tastings at boutique wineries that are not open to walk-ins, a hot air balloon ride over the vineyards at sunrise, dinner at The French Laundry or Meadowood, and spa treatments at Calistoga Ranch. We arrange private tours, restaurant reservations, and tasting room access at wineries that are otherwise booked months in advance.

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Best Honeymoon Destinations for July 2026/27

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3 Best Honeymoon Destinations for February 2027 and Where to Stay