May is a fantastic time to travel around the USA. It’s still in the shoulder season before summer crowds swell at the most popular destinations. This time of year also brings mild weather, fun festivals, and many events throughout much of the USA.
If you’re looking for inspiration for a getaway this month, we’ve compiled a list of our top ten best destinations to visit in May in the USA.
Whether you’re looking for a quick weekend escape or a week-long getaway, I hope this article inspires you to grab your girlfriends and go on a May adventure!
1) Santa Barbara
Santa Barbara is a beautiful California beach town located along famous Highway 1. Santa Barbara is situated on the Pacific Ocean, with the Santa Ynez mountains providing a striking backdrop.
The Spanish colonial heritage of the city is reflected in the many Mediterranean-style white stucco buildings with red-tile roofs that can be in the small but bustling downtown area.
While in Santa Barbara you can explore the pier and harbor, enjoy fresh seafood and local wine at one of the many restaurants along the boardwalk or in the city and browse through upscale boutiques on State Street.
Related Articles: Santa Barbara Bucketlist | The 15 Best Airbnbs In Santa Barbara
Best Places To Stay In Santa Barbara, California
For a more in depth break down of the best hotels for every budget check out our Santa Barbara Hotel Directory!
Luxury Santa Barbara Hotels
- The Wayfarer – This hotel is perfect for young adults who enjoy beer crawls and cooking in a shared kitchen.
- Spanish Garden Inn – Each guest room features a private balcony or garden patio, as well as high-end toiletries and a spacious bathtub, making this hotel the perfect place to unwind with your girlfriends.
- Hideaway Santa Barbara – For girls looking for a beach day, this hotel is conveniently located near two fantastic beaches.
Mid-Range Santa Barbara Hotels
- Moxy Santa Barbara – This comfortable hotel in Stearns Wharf offers a terrace, cycling and an outdoor entertainment area perfect for chilling out after a full day of exploring.
- Hotel Virginia Santa Barbara, Tapestry Collection by Hilton – This 61 room hotel offers premium bedding and a terrace in a superb location for seeing the sights.
- The Upham Hotel – This pretty, upscale hotel is located in historic downtown Santa Barbara and has a terrace and daily manager’s reception.
Budget Santa Barabara Hotels
- The Franciscan Hotel – This 50 room hotel is close to Santa Barbara Harbor and offers a swimming pool and free parking.
- Hyatt Place Santa Barbara – Close to Arroyo Burro beach, this hotel offers free breakfast and in-room amenities.
- West Beach Inn, a Coast Hotel – Enjoy the free continental breakfast and lounge by the outdoor pool at this spacious hotel near Santa Barbara Harbor.
Best Tours To Take In Santa Barbara
- Enjoy a ride on an easy-to-use electric bike as you take in the sites and sounds of scenic Santa Barbara. Learn about the city from a local guide and see historic landmarks and stunning viewpoints.
- Explore the Santa Barbara shoreline and Harbor on this two hour sunset kayak tour. Be awe-struck at the beautiful sunset over the sea with the backdrop of the city and the Santa Ynez mountains.
- Enjoy tastings at three local wineries and lunch in the Santa Ynez Valley on a winery tour.
- Take a thrilling flight along the California coastline and see Santa Barbara’s beauty from above on a helicopter tour.
2) Destin, Florida
Destin is a popular beach town located on the 24-mile Florida panhandle. It is famous for its abundant fishing, challenging golf courses, mesmerizing Crab Island, mouth-watering seafood restaurants, and breathtaking Gulf views.
Destin enjoys an average of 343 sunny days every year, and May is no exception, with temperatures averaging in the 80s.
May is full of events and festivals, providing ample opportunities to enjoy the warmer weather. These include farmers markets, the tequila and taco festival, and the annual Blessing of the Destin Fishing Fleet – which takes place in Destin Harbor on Ascension Day.
There are many other events throughout the month to experience Destin as well!
Best Places To Stay In Destin, Florida
Luxury Destin Hotels
- Hotel Effie Sandestin – A luxury resort located near the Sandestin Golf Resort and the Sirens at the Beach. The hotel has an outdoor swimming pool with cabanas, an on-site restaurant, a spa, and a gym.
- Hilton Sandestin Beach Golf Resort & Spa – This luxury resort has a private beach, a golf course, five on-site restaurants, yoga classes, a spa, two outdoor swimming pools, an indoor swimming pool, volleyball courts, and fitness classes.
- Henderson Beach Resort & Spa – Located in the Crystal Beach neighborhood of Destin, this hotel is close to great shopping at the Destin Commons and Silver Sands Premium Outlets. The hotel has 170 rooms, including one-bedroom suites, a presidential suite, king rooms, and double queen rooms.
Mid-Range Destin Hotels
- The Island Resort at Fort Walton Beach – An ocean-view resort with a swim-up bar near Okaloosa Island Boardwalk. This eco-certified, family-friendly resort has two swimming pools and two on-site restaurants.
- Homewood Suites by Hilton Destin – With studio rooms, king rooms, one-bedroom suites, and two queen rooms, this hotel is a great place for a girls’ trip, family vacation, or a small bachelorette party.
- Hilton Garden Inn Destin Miramar Beach – This hotel offers comfortable rooms that sleep two to four people. It is also located close to Destin Commons and Henderson Beach State Park.
Budget Destin Hotels
- Residence Inn by Marriott Sandestin at Grand Boulevard – Located in Miramar Beach in the entertainment district and near the beach, this hotel is a great base for exploring the area while also making the most of the resort facilities. The hotel offers amenities such as basketball, volleyball, and an outdoor swimming pool.
- Wingate by Wyndham – Located within walking distance of Destin’s beaches, this centrally located hotel is a great base for a beach trip.
- Fairfield Inn & Suites by Marriott – Within walking distance of Henderson Beach State Park, this hotel has rooms with balconies and studios with multiple beds that can sleep up to six people.
Best Tours To Take In Destin, Florida
- Enjoy a dolphin-watching cruise in the daytime or at sunset while taking in breathtaking views of Florida’s emerald coast in Destin.
- Enjoy a cruise from Destin to Crab Island sandbar on a 45-foot catamaran. Experience a short dolphin cruise and have fun in the water with included snorkel masks, water floats, and toys.
- Experience the thrill of a jet ski tour from Fort Walton Beach to Destin’s Crab Island, where you can enjoy the beautiful coastal views and watch out for dolphins.
3) Kauai, Hawaii
Kauai is recognized as “the Garden Isle” due to its vast tropical rainforest that covers a significant portion of the island. The Na Pali Coast, with its stunning cliffs and pinnacles, has been featured in several major Hollywood films. Hiking enthusiasts frequent the 10-mile-long Waimea Canyon and the Nounou Trails that traverse the Sleeping Giant mountain ridge.
May is a great time to visit Kauai because the weather is usually dry and warm, with highs reaching up to 81°F and lows staying around 70°F. The rates and visitor demand are generally low until early June, making it the perfect time of year to find great rates on-island.
Best Places To Stay In Kauai, Hawaii
Luxury Kauai Hotels
- Marriott’s Waiohai Beach Club – Located in Koloa, this luxury resort is close to Kiahuna Beach, Poipu Beach and Lawai Beach. The resort has a mixture of eight-person villas and king rooms, ideal for a bachelorette party, girls’ getaway, or large family trip.
- Grand Hyatt Kauai Resort and Spa – This beach and spa retreat is within walking distance of Poipu Bay Golf Course, the Maha’ulepu Heritage Trail, and Poipu Beach. The resort also has two poolside bars, a white sandy beach with poolside dining, three outdoor swimming pools with a lazy river, and an on-site Hawaiian cuisine seafood restaurant.
- The Westin Princeville Ocean Resort Villas – This large resort has 344 rooms, including studios, one-bedroom villas, and two-bedroom villas. The hotel also offers guests the use of four outdoor swimming pools, 27 holes of golf, fitness classes, and an on-site restaurant.
Mid-Range Kauai Hotels
- Sheraton Kauai Resort – This ocean-view resort has a poolside bar, two outdoor swimming pools and two on-site restaurants located near Poipu Beach.
- The Royal Sonesta Kaua’i Resort Lihue – A beach spa retreat located within walking distance of Kalapaki Beach and Nawiliwili Bay.
- OUTRIGGER Kauaʻi Beach Resort & Spa – This stylish resort offers guests four outdoor swimming pools, three on-site restaurants, yoga classes, 18 holes of golf, and an on-site spa.
Budget Kauai Hotels
- Aston at Poipu Kai – Located in Koloa, this suburban hotel is within walking distance of numerous beaches and Nawiliwili Harbor.
- Hilton Garden Inn Kauai Wailua Bay – This beachfront hotel has 18 holes of golf, a garden, two restaurants, and two outdoor swimming pools.
- Kauai Shores Hotel – Just a four-minute walk from Lae Nani Beach and close to Lydgate Beach and Lihue-Koloa Forest Reserve, This hotel has a swimming pool, an on-site local cuisine restaurant, a cooked-to-order breakfast and free bicycle rentals.
Best Tours To Take In Kauai, Hawaii
- Experience Kauai’s award-winning luau featuring hula dancers, fire knife dancing, an artisan craft fair, lei greeting, imu unveiling, an open bar, and a buffet of local dishes.
- Fly above Kauai’s breathtaking island on a doors-off helicopter tour with our skilled pilots. Enjoy unrestricted views and an immersive experience.
- Hop aboard a 50-foot catamaran and enjoy a Kalapaki sunset on an evening cruise while sipping tropical cocktails.
- Experience the beauty of Kauai on a private flight. Enjoy the stunning views of Waimea Canyon, the Napali Coast, and Mt. Waialeale all in the comfort of a modern Cessna 182 airplane equipped with G1000 air conditioning.
4) Alaskan Cruise
Alaskan cruises stand out from other cruises because many of the destinations or ports they visit are only reachable by boat or by a long train or car journey. These cruises typically depart from Vancouver, Seattle, or Anchorage and provide a unique experience of sailing past glaciers, anchoring in National Parks, and docking in small towns offering various activities to explore.
The choice of cruise route will depend on what you and your family or friends want to see. Smaller cruise ships can visit the internal passages and national parks, where you can witness the stunning beauty of natural wonders such as the Hubbard Glacier.
Popular routes include Juneau, Skagway, Ketchikan, Sitka and Whittier stops.
Related Article: Becky’s Alaska Cruise and What To Pack For An Alaska Cruise
Best Cruise Options in Alaska
Best Tours To Take In Alaska
- Take a once-in-a-lifetime helicopter ride, land on the ice and learn all about the glaciers in this area. Alternatively, you can book a tour on one of the many seaplane experiences that will fly you over glaciers in the area.
- Go on a cruise to see the Alaskan glaciers up close
- Book a day tour on the and go back in time and jump on the Yukon train and experience life in this area during the goldrush
- Go to the Great Alaskan Lumberjack Show
5) Las Vegas, Nevada
Las Vegas is a well-known destination for parties and girls’ getaways, offering extravagance, luxury, and over-the-top experiences. The city boasts world-class restaurants, nightclubs, and day clubs, as well as incredible brunch spots and many amazing things to do and see. However, if partying all day and night isn’t your idea of a fun weekend, Las Vegas also offers wonderful day trips to places like the Grand Canyon and Zion National Park.
Las Vegas has a high desert climate characterized by hot and dry summers and cooler winter months. If you’re planning to visit, May is considered the best time as the desert sun is slightly milder, making it more comfortable to enjoy the city’s offerings.
Related Articles: The Ultimate Las Vegas Bachelorette Party Guide and 10 Day Trips To Take From Las Vegas
Best Places To Stay In Las Vegas, Nevada
Luxury Las Vegas Hotels
- Caesars Palace – Caesars Palace is one of the most famous hotels in Vegas and an excellent choice for those who wish to stay on the strip. The hotel offers comfortable accommodation with a wide range of room options that can sleep two to four people in different configurations. Additionally, the hotel’s prime location provides easy walking access to all the city’s top attractions, making it an ideal base for exploring the city.
- ARIA Resort & Casino – The Aria hotel offers accommodation for groups of three to four people in a range of rooms and suites, all of which boast stunning views of either the city or the mountains. In addition to comfortable lodgings, the Aria features an impressive array of amenities, including 13 restaurants, a spa, a casino, an outdoor swimming pool, a nightclub, and eight bars to choose from.
- The Venetian Resort – This five-star resort offers the experience of Venice with gondola rides and a shopping center. The hotel features 4,000+ rooms, 20 restaurants, 4 swimming pools, a spa, casino, and fitness center.
- Bellagio – The Bellagio is renowned for its spectacular fountain show and offers a range of incredible amenities, including 17 restaurants, four swimming pools, and six bars, among others. The hotel features a variety of suites and rooms that can accommodate between three and six guests, including a luxurious penthouse fountain view suite and a penthouse strip view suite.
Mid-Range Las Vegas Hotels
- Paris Las Vegas Resort – With its own replica Eiffel Tower, this hotel epitomizes Parisian charm. Centrally located on the Strip, it features a shopping mall, casino, 13 restaurants, spa with 24 treatment rooms, three bars, and a nightclub.
- Las Vegas Hilton at Resort World – This Hilton hotel is situated on the north end of the strip and offers all the amenities that you would typically expect from a Hilton hotel, including a spa, restaurant, and seven swimming pools. The hotel provides accommodation in one, two, three and four-bedroom suites that can accommodate up to eight people, making it an ideal choice for bachelorette parties.
Budget Las Vegas Hotels
- Virgin Hotels Las Vegas – The newest hotel in Las Vegas is the Virgin Hotel, located just over a mile from the strip. Despite being a short distance from the strip, this hotel boasts nine restaurants, two bars, three coffee shops, a casino, a spa, and a fitness center. The hotel offers incredible amenities and features a large outdoor swimming area with plenty of space to relax and modern decor.
- The Cosmopolitan Las Vegas – This Las Vegas hotel offers spacious residential-style rooms, complete with terraces. Guests can choose from a variety of accommodations, including studios, penthouses, and two-bedroom suites that can sleep up to six people.
- Encore at Wynn Las Vegas – This hotel, located on the strip, offers a variety of amenities including a golf course, casino, spa, restaurant, nightclub, and three bars.
Best Tours To Take In Las Vegas, Nevada
- If you want to take a day trip outside of the city, head to the Grand Canyon on a Helicopter and Champagne tour with the opportunity to spend 30 minutes at the Grand Canyon to explore the natural wonder along with seeing the Las Vegas strip from above.
- Want to explore the strip on a 3-hour night tour of Las Vegas? You can take an open bus tour of the city’s sights with light shows and the Bellagio Fountains.
- Another excellent day trip from the city is a Bruce and Zion National Park tour, experiencing the national parks while hiking through the canyons and seeing the incredible viewpoints.
6) San Francisco, California
San Francisco is a large city located in northern California along the California coastline. It is famous for its rolling hills and landmarks, particularly the Golden Gate Bridge. San Francisco is also known as one of the technological and start-up hubs around the world.
San Francisco has a lot to offer, including popular attractions such as the Golden Gate Bridge, cable cars, Alcatraz, Coit Tower, Fisherman’s Wharf, and many museums. There is always more to explore!
May is the perfect time to visit San Francisco, thanks to its mild climate and the beginning of its colorful festival season.
Best Places To Stay In San Francisco, California
Luxury San Francisco Hotels
- Grand Hyatt at SFO – With its close proximity to the airport, this location is ideal for a weekend trip.
- Hotel Via – This hotel boasts a stunning rooftop bar with a 360-degree view of Oracle Park, making it the perfect spot to catch a basketball game.
- Hotel Drisco – Who wouldn’t want to stay here with a daily evening reception featuring complimentary cheese and wine?
Mid-Range San Francisco Hotels
- Omni San Francisco Hotel – This hotel has a 24-hour gym, an onsite American Cuisine restaurant, and provides cycling. Guests can enjoy perks such as premium bedding and home comforts in the spacious rooms.
- Hotel Kabuki – This boutique hotel is connected to a shopping center and has its own Michelin-starred restaurant.
- Hotel Adagio, Autograph Collection – This 4-star boutique hotel features thoughtful touches, fun architecture and offers suites with balconies.
Budget San Francisco Hotels
- Four Points by Sheraton San Francisco Bay Bridge – This 153-room hotel has an on-site restaurant, a bar, and an outdoor pool. It is also close to Bay Street.
- Hampton Inn San Francisco Downtown – This hotel offers free breakfast and comfortable rooms in a central location near Union Square.
- Hotel 32One – This quaint hotel is close to Union Square and has a business center and free WiFi.
Best Tours To Take In San Francisco, California
- Play tourist by joining a hop-on/hop-off bus tour. I think that taking the bus is a great way to get around San Francisco. Taking the bus meant we could stop at each destination and enjoy a glass of rose without worrying about driving.
- Take in city views by taking a daytime or twilight cruise through San Francisco Bay
- Free your inner child and go to House of Air, an adult-only trampoline park, after 6 pm
7) New Orleans
New Orleans, Louisiana is a renowned city in the United States, famous for its Mardi Gras festival, Cajun cuisine, jazz, and southern hospitality. Whether you wish to explore Bourbon Street’s bars, learn about the city’s rich history, go on a ghost tour, or indulge in world-famous dishes, NOLA has something to keep you entertained all day (and night!) long.
May is the perfect month to visit, with temperatures averaging in the 80s and fewer crowds than during summer or Mardi Gras. Moreover, the New Orleans Jazz and Heritage Festival and French Quarter Festival also take place during the first weekend of the month, making it an unforgettable experience.
Related Article: Ultimate New Orleans Bachelorette Party Guide and New Orleans Louisiana Ultimate City Guide
Best Places To Stay In New Orleans, Louisiana
Luxury New Orleans Hotels
- The Four Seasons Hotel, New Orleans – This upscale hotel recently underwent renovation in 2021 and offers 341 well-appointed rooms. Despite its large size, it still maintains a high-end atmosphere. Take a dip in the outdoor pool equipped with comfortable sun loungers and soak up the city’s ambiance while sipping on a refreshing cocktail from the terrace.
- Maison de la Luz – Just a short stroll from Canal Street, this impressive hotel features two French restaurants and 67 elegant, boutique-style rooms.
- The Royal Sonesta – This hotel, located in the heart of the French Quarter, features traditional wrought-iron balconies and offers a sophisticated New Orleans experience with access to a terrace, pool, and nightclub.
Mid-Range New Orleans Hotels
- Hotel Monteleone – This hotel in the French Quarter is conveniently located near the French Market. It offers a full-service spa and an on-site restaurant that serves excellent brunch.
- One11 Hotel – This modern yet refined hotel still holds on to NOLA charm and also has a terrace, firepit, and bar.
- Marriott Warehouse Arts District – Located close to the Ernest N Morial Convention Center, this hotel has been transformed from a 19th-century warehouse into a modern establishment. It features 332 rooms, an outdoor pool, and an on-site restaurant.
Budget New Orleans Hotels
- W New Orleans – This chic French Quarter hotel offers 97 stylish rooms and a prime location near Bourbon and Canal Street.
- Bluegreen Vacation Club La Pension – This boutique hotel offers suites, studios, and a rooftop terrace with barbeques.
- Hyatt Centric French Quarter – This hotel boasts three on-site restaurants and spacious, comfortable rooms that guests can’t stop raving about.
Best Tours To Take In New Orleans, Louisiana
- Do something truly New Orleans and take a jazz cruise along the Mississippi River on the steamboat Natchez, the only surviving authentic steamboat in New Orleans. Savor a Southern-style buffet whilst you take in the sights of the city from the water.
- This high speed airboat tour takes you on an adventure through the Bayou. See wildlife like raccoons and alligators, and learn about Cajun culture with your knowledgeable local captain.
- Journey through the French Quarter and hear the stories of ghosts, vampires and voodoo on this haunted historical guided tour.
- Join this 3-hour walking tour through the French Quarter to learn about the culture of the area and sample some local delicacies of creole and Cajun cuisine.
8) Holland, Michigan
Holland is a charming city located on the shore of Lake Macatawa in Michigan. The iconic Big Red Lighthouse is situated by the channel that links this lake to Lake Michigan, and it is a popular location for photography. The beachfront Holland State Park is home to a variety of wildlife, including deer and migratory birds. Windmill Island Gardens is where you can find De Zwaan, a centuries-old windmill that is a popular attraction.
Holland’s Dutch roots are celebrated every year during the Tulip Time Festival in May, with tulips blooming all over the city. This festival is one of the largest and most spectacular events in Michigan, featuring amazing floats, marching bands, and Dutch Dancers in over two miles of pure celebration. Thousands of spectators line the streets to witness this incredible event.
Best Places To Stay In Holland, Michigan
Luxury Holland Hotels
- Tulyp, Tapestry Collection by Hilton – This Hilton hotel is located in the city center and close to a train station. There is an on-site restaurant, free self-parking, and bike rentals.
- Haworth Hotel at Hope College – This centrally located hotel has 50 rooms, including king and two queen rooms. The hotel has a garden, free self-parking, bicycle parking and a gym.
- The Belvedere Inn & Restaurant – Located in Saugatuck, this bed and breakfast style hotel offers guests a free breakfast, spa services, use of the garden and an on-site American cuisine restaurant.
Mid-Range Holland Hotels
- Staybridge Suites Holland – This comfortable hotel has 102 rooms, including studio suites, one-bedroom suites, and two-bedroom suites which can sleep up to eight people.
- Residence Inn by Marriott Holland – This Marriott has rooms that can sleep up to six people, ideal for a girl’s getaway or small bachelorette party. The hotel has an indoor swimming pool, free self-parking and an outdoor tennis court.
- Home2 Suites by Hilton Holland – This hotel is located just a short drive from Veldheer Tulip Gardens, Windmill Island, and the Dutch Village.
Budget Holland Hotels
- Country Inn & Suites by Radisson – Located just a six-minute walk from Dutch Village and a short drive from Windmill Island, the business district hotel has an indoor swimming pool and free parking.
- Fairfield Inn & Suites Holland – Located on W Shore Dr, this hotel has both king and two queen rooms, a buffet breakfast, and an indoor swimming pool.
Best Tours To Take In Holland, Michigan
- Spend quality time with your team by embarking on a private scavenger hunt. Solve clues, complete wacky tasks, and explore your city’s hidden gems to create a unique and enjoyable experience for your team bonding event or milestone celebration.
9) Louisville, Kentucky
Louisville, the largest city in Kentucky, is located on the Ohio River near the Indiana border. It is a friendly and trendy city that combines Southern charm with a hipster vibe. Famous for its bourbon and American sports legends, it has transformed into one of the top foodie destinations in the South, with an array of restaurants and museums that make it a great place to visit.
With over 2,500 restaurants, including several James Beard Award nominees, Louisville’s dining scene offers a range of international and upscale cuisine.
The city’s most famous attraction is Churchill Downs, which hosts the Kentucky Derby every May. The Kentucky Derby Museum is a must-visit attraction for anyone interested in the history of this renowned horse race. Whether you’re a foodie, a museum-goer, or a horse racing fan, Louisville has something for everyone.
Best Places To Stay In Louisville, Kentucky
Luxury Louisville Hotels
- 21c Museum Hotel Louisville – This luxury boutique hotel is located close to the Louisville Slugger Museum and Kentucky International Convention Center downtown. The hotel has a full-service spa, and an on-site restaurant called Proof on Main.
- The Grady – An upscale hotel just a short walk to the Muhammad Ali Center. Complete with just 51 rooms, this boutique hotel has king rooms and double rooms.
- Omni Louisville Hotel – This upscale hotel has three restaurants, an on-site spa, a swimming pool with cabanas, and valet parking.
Mid-Range Louisville Hotels
- Hotel Genevieve – Located near the KFC Yum Center, this hotel has four bars and a restaurant.
- Cambria Hotel Louisville Downtown Whiskey Row – Just a short walk to Louisville Waterfront Park, Fourth Street Live! and the Louisville Slugger Museum, the hotel has an indoor swimming pool, a bar, and self-parking.
- Galt House Hotel Trademark Collection by Wyndham – Located near KFC Yum Center and Kentucky International Convention Center, this hotel is close to the waterfront. It offers guests the use of an outdoor swimming pool and has an on-site American restaurant.
Budget Louisville Hotels
- Fairfield Inn & Suites by Marriott Louisville New Albany IN – Complete with 82 rooms, including king rooms and two queen rooms, sleeping up to four people.
- Hyatt Regency Louisville – This central hotel is connected to the convention center in Downtown Louisville and has a fitness center, an indoor swimming pool, and an on-site restaurant.
- Stellar Suites – This luxury aparthotel is just a short walk to Nulu Market Place. Each apartment has a kitchen with a refrigerator, a stovetop, a microwave, a dishwasher and free use of bicycles.
Best Tours To Take In Louisville, Kentucky
- Visit America’s third-largest historic district, Old Louisville. On this walking tour recommended by The New York Times, stroll through stunning Victorian mansions and meet unique locals.
- Explore the history of Louisville by indulging in the city’s local delicacies on a guided food and history tour of NuLu District, featuring delicious treats like bourbon balls and fried chicken.
- Join a guided evening tour to discover the haunted tales of Louisville’s past. Imbibe in spirits while learning about the city’s history, Prohibition, bourbon, and ghost sightings.
10) Key West, Florida
Key West is a beautiful destination located on the southernmost end of the United States. It is renowned for its stunning beaches, vibrant nightlife, and hidden treasures.
May is one of the best months to visit Key West if you’re looking for warm weather, with daily highs averaging in the 70s and 80s°F. You can also enjoy several special events during your visit, such as the Civil War Heritage Days at Fort Zachary Taylor Historic State Park and the Old Island Days Art Festival.
Related Articles: The Ultimate Key West Bachelorette Party Guide and The Best of Key West – Duval Street.
Best Places To Stay In Key West, Florida
Luxury Key West Hotels
- Casa Marina Key West – Located in Old Town Key West, this five-star hotel boasts a private beach, two outdoor pools, and three restaurants. Guests can choose from various room options, including two-bedroom lofts, suites, and ocean-view rooms with balconies.
- Oceans Edge Key West Resort – This golf hotel, with six outdoor swimming pools, a bar, a poolside bar, and a restaurant, is a great location for hosting a bachelorette party. Additionally, it is conveniently located just a short walk from the marina.
- The Southernmost House Hotel – This hotel is exclusively for adults and located in Old Town Key West, just a brief stroll from South Beach, Key West Butterfly and Nature Conservatory, and numerous dining options.
Mid-Range Key West Hotels
- The Perry Hotel and Marina Key West – Featuring king and queen beds, as well as suites, this waterfront hotel boasts a marina, two outdoor pools, two poolside bars, and three bars. It is conveniently located within walking distance of various restaurants and bars.
- Orchid Key Inn – Situated in Key West’s Historic District, this hotel offers 24 air-conditioned rooms, an outdoor swimming pool, a bar/lounge, and a poolside bar.
- Ambrosia Key West – This is a great choice for a small girls’ trip. The place provides rooms for two or six people. It’s a bed and breakfast with three swimming pools and is located just a short walk away from Duval Street. Additionally, there are numerous restaurant options available within the vicinity.
Budget Key West Hotels
- Seascape Tropical Inn – This bed and breakfast for adults is just a short walk from Southernmost Point, restaurants, bars, and other attractions.
- Kimpton Ella’s Cottages – These cottages offer a range of one and two-bedroom suites that can accommodate up to six guests.
- The Guesthouse at Southernmost Beach Resort – Located in the Historic District of Key West and just a short walk from Duval Street, this B&B offers options for two to four guests, making it an ideal spot for a ladies’ retreat.
Best Tours To Take In Key West, Florida
- Take a boat ride on the water on a 2-hour sunset sail to watch the sunset and see marine life.
- Have your morning mimosa in style with a morning reef snorkeling tour with mimosas and breakfast.
- For those of you who don’t want to get in the water, you can take a glass-bottom boat sunset cruise.
Best May Destinations In The USA Wrap Up
There you have it, our top ten destinations to visit in May in the USA.
Was your favorite included in the list? Let us know your picks for the best May getaway destinations!
We hope that this article has inspired you to go on a May getaway! If you have questions about May getaways or tips to share with our readers please leave these in the comments below.
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