Romantic Getaways in May

May is a great month for a romantic vacation. There are still plenty of off-season deals because it's not yet peak travel season, but that doesn't mean you'll have to settle for an uninspiring location. Here is a list of top picks for romantic getaways in May:

napa vallye romantic getawayNapa Valley

California's wine country is definitely romantic. The grapevines are just starting to get their green leaves back in spring but off-season prices on vacation rentals usually still apply. Wander through the lovely vineyards and wineries of Napa Valley's rolling hills with your sweetheart.

Savannah, Georgia

There's a lot of charm to a southern city with old architecture, a slow pace, and Spanish moss-draped oak trees. This Georgia city is full of historic homes, a charming riverfront, nearby beaches and plenty of great dining options for your romantic getaway in May.

Santa Fe, New Mexico

The sunsets here are legendary - and what could be more romantic than that? Add in the New Mexico town's art scene and myriad outdoor activities, and Santa Fe has a lot of potential as a couples' getaway.


This Moroccan city is generally not a hot tourist spot, but that'll be in your favor for romantic getaways in May. With its medieval roots, Fez is an up-and-coming city with great rooftop restaurants and shops selling traditional handicrafts like Berber rugs and leather goods.

San Juan Islands

This Washington State collection of islands in Puget Sound is ideal for a short romantic getaway. The islands are serene, dotted with farms and artist enclaves. The views, starting with the ferry ride to the islands, are fantastic, and there are great restaurants serving local seafood seaside. Take a whale watching tour or rent kayaks or bikes while you're here for other ways to take in the islands' beauty.

Osa Peninsula

Costa Rica's famous rainforests are pristine on this finger of land jutting from the country's Pacific coast. Much of the peninsula is protected by Corcovado National Park , where hiking trails bring you deep into the rainforest. Try to spot animals like sloths, tapirs, anteaters, spider monkeys, and toucans. The vacation rentals here boast views of the ocean and/or lush rainforest settings. Dreamy.

couple on beach romantic may getawaySt. Lucia

This Caribbean island is a favorite with honeymooning couples, but it's one of the best romantic getaways in May - whether you're newlyweds or not. The incredible scenery and warm water on the island make a great setting for rekindling the romance. Try excursions like snorkeling, ziplining, or cruising along the breathtaking coastline. There are also guide services available to take you into the rainforest on the island.

Catalina Island, California

Just a short ferry ride from Los Angeles, Catalina Island is a world away from the big city - and quite romantic at that. Much of the island is preserved forest, and the small town of Avalon is great for an evening stroll and a nice meal. There are also opportunities on the island for scuba diving and hiking, and the weather is perfect in spring.

Santorini, Greece

This famous stretch of Greek coastline has graced the covers of travel magazine for decades. It's definitely not under-the-radar as a destination, but that doesn't detract from its romance. The iconic white-and-blue homes perched on the cliffs here are plenty romantic, plus Santorini has great food and several wineries to tour.


This North Carolina mountain village is a quiet retreat perfect for couples. Vacation rentals here range from mountainside cabins to beautiful homes perched on the shores of big Nantahala Lake. Rent a pontoon for a lazy afternoon or take a hike or scenic drive through Nantahala National Forest . Nearby is Great Smoky Mountains National Park and several rivers great for whitewater rafting.

Romantic Napa Valley Vacation Rentals

A Spanish Bungalow with Hot Tub! 1 Mile to Downtown

License # 24560 VR09-046 La Casita is a two bedroom one bath Spanish style bungalow located in Napa’s charming Old Town. Completely refurbished, it exudes character and charm from its architecture to its gleaming hardwood floors. The tasteful win...

The Ranch Above~ Incomparable 70 Secluded Acres, Maximum Privacy & Maximum Views

If you want to check dates and respective pricing you can do this very accurately on the upper right of this web page in the reservation box. Just enter the in / out dates and click detailed pricing. The quote will be correct; we keep the online i...

Affordable & Romantic Napa Valley's Vines & Pines Getaway - The Perfect Location

Come lose yourself in the breath-taking view from the property here at the Vines & Pines Getaway - rolling hills of vineyards that are beautifully framed by the Palisades' awe-inspiring rock formations! The newly remodeled spacious 400 square foo...

HOLIDAYS RETREAT!! Boutique Winery-Vineyard / Panoramic Unspoiled View, 34+Acres

Unique winery-vineyard retreat for wine lover-connoisseur & collectors. Sleep 6 persons, special rate for 2-4 persons, if only 1-2 bed room needed.( see rate details, attatch NOTES & minimum nights required) GREAT VENUE FOR CORPORATE EVENT & PRIVA...

Delightful Cottage with Pool and Napa Valley Views

Quaint, comfortable guest cottage located on Howell Mountain, just above St. Helena. This two bedroom retreat is tastefully decorated with all necessary amenities. Spectacular views of the Napa Valley from Napa to Calistoga. 10 minute drive to ...

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