6 Expert Tips for Finding Love While You’re Traveling

Caribbean

San Juan, Puerto Rico

Beyond beautiful beaches like Condado Beach or Isla Verde, picturesque San Juan, Puerto Rico is absolutely worth a visit. Dollar Flight Club found flights from Atlanta starting at $138 and Los Angeles at $149. Budget guesthouses start at $70/night; mid-range hotels average $150 to $200/night. Walk through Old San Juan's cobblestone streets, visit the San Juan Bautista Cathedral, and explore the historic fort Castillo San Felipe del Morro (shown above) for free or under $10. Enjoy local flavors for $8–$15 per meal, with upscale options starting at just $25, including traditional foods like roast pork (lechón asado), arroz con gandules (rice with pigeon peas), pasteles (similar to tamales), and tembleque (coconut dessert) at one of the many restaurants in bustling San Juan.

Aruba

Known as "One Happy Island," Aruba is perfect for relaxing on the beach and exploring the natural beauty of this Dutch island. Snorkel in crystal-clear waters (Eagle and Palm Beaches are free) or hike through Arikok National Park's rugged landscapes (cost for entry just $10–$20). NYC to Aruba flights are as low as $280, according to Dollar Flight Club. Hostels and guesthouses start at $90 to $120/night; mid-range resorts average $200 to $250. The capital, Oranjestad, is picture-perfect with colorful Dutch architecture and delicious local food shacks offer authentic meals for just $10 to $15.

Cancún, Mexico

Free access to white sand beaches and natural swimming caverns make Cancun an adventure for the books. Explore the underwater art museum near Isla Mujeres, cultural landmarks like Chichén Itzá, and an incredible art scene in Tulum, plus Playa del Carmen for unforgettable nightlife. Denver to Cancún flights start at just $211. Budget hotels and hostels start at $40 to $70 per night, with mid-range options costing $100 to $150. The ADO buses are a cheap and convenient way to explore, with fares from $5 to $10. Local buses within Cancún are just under $1! Street food is highly affordable too, with tacos or tamales priced at $2 to $5 each.

St. Lucia

Flights from cities like New York to St. Lucia are $255 roundtrip. All-inclusive resorts like Bay Gardens Hotel, Rodney Bay Village are affordable stays near shops and restaurants with rates starting at $208 per night. Famous for its iconic Pitons, twin volcanic peaks that rise from the sea, St. Lucia is also a paradise for travelers who love hiking, zip-lining, and snorkeling in coral reefs. Soak in the therapeutic mud baths of Soufrière, or explore the island's tropical rainforests. The Tet Paul Nature Trail ($10 entry fee) offers stunning panoramic views of the island.

United States

The Florida Keys

All-inclusive resorts like Bungalows Key Largo, an adults-only resort located on the Florida Key’s Northernmost Island, Key Largo, (just 63 miles south of Miami), offer a tropical escape without the hassle of a passport. Find bougainvillea-draped verandas, oversized soaking tubs, outdoor garden showers, and Huffy beach cruisers to explore the island. Their Romance Package includes a Waterfront or Garden View Bungalow, chocolate-covered strawberries at your arrival, a bottle of sparkling wine, and rose petals to set the mood.;) You also get a $200 spa credit toward soothing treatments at Zen Garden Spa and a $200 credit for in-house water sports, like kayak races or Tiki boat cruises. For an extra fee, you can take a Valentine's Day Sunset Dinner Cruise on a luxury catamaran with food and music and fun.

Moab

Located between Arches National Park and Canyonlands National Park, Moab, Utah was listed on U.S. News & World Report's cheap places to travel in 2025 and for good reason. Hike among the iconic sandstone arches, bike rugged trails like Slickrock, or raft and kayak along the Colorado River for an affordable escape that feels like you'd landed on Mars. Towering 2,000 feet above the Colorado River, catch a breathtaking panorama of Canyonlands’ sculpted pinnacles and buttes at Dead Horse Point State Park, one of the most photographed places in the world. Downtown Moab features a waterfront, charming shops, local art, and delicious eateries. Stay in safari-like tents from Under Canopy for about $200/night in June or book a campground for a more rugged experience.

Gulf Shores, Alabama

This coastal gem is known for its white sandy beaches and warm Gulf waters, and it's an affordable destination for families, couples, and solo travelers. Sun-soak and swim along the iconic Gulf State Park Pier, explore free and affordable activities like hiking scenic trails or kayaking through serene backwaters. Savor delicious Southern seafood on the cheap at places like beachfront The Hangout and The Original Oyster House Boardwalk. Dolphin cruises, paddle boarding, and fun waterparks are also on the itinerary at this affordable hotspot.

Bar Harbor, Maine

Also on U.S. News's cheap places to visit is this charming coastal town and a gateway to Acadia National Park. Hike Cadillac Mountain to catch a stunning sunrise, bike along the scenic carriage roads, or kayak through the sparkling waters of Frenchman Bay. Stroll the Shore Path for breathtaking ocean views, and don’t missBar Island, accessible during low tide. Indulge in fresh lobster at local seafood shacks like Rose Eden Lobster or explore the quaint shops and storybook charm of downtown. Whale watching tours (running around $30-$70) are also a must!

Europe

Bratislava, Slovakia

Traveling to Bratislava, the capital of Slovakia, is ideal for budget-minded travelers. The city offers affordable accommodations, from budget-friendly hotels to cozy guesthouses for less than $150 per night. Stroll along the banks of the Danube River, and explore Old Town, which looks straight out of a Disney princess movie. Use the Bratislava Card to visit more than 20 museums and sites, including the famous Bratislava Castle for panoramic views of the city. Public transport is cheap and reliable, making it easy to explore too. Savor hearty Slovak dishes like halušky and goulash on the cheap at local eateries, and visit free attractions like St. Martin’s Cathedral.

Canary Islands, Spain

The best time to visit the Canary Islands, a Spanish archipelago off the coast of northwestern Africa, is October through March for warm weather and fewer crowds, and when average airline prices will run you about $300, according to Dollar Flight Club. (Look for midweek flights when prices often drop significantly.) Tenerife, the largest island, offers famous beaches and some of the best stargazing in the world. Explore the colonial architecture ofLa Laguna and La Orotava, or enjoy fresh seafood in the quiet fishing village of Garachico. The island’s volcanic interior provides stunning landscapes perfect for hiking, while Santa Cruz offers a taste of modern art and architecture. Whale watching in late fall can be enjoyed with tours like Whale Wise Eco Tours, which use solar-powered boats.

Madeira Island, Portugal

An emerging destination for travelers seeking an off-the-beaten-path experience, Madeira Island, often called the "Pearl of the Atlantic," is a stunning Portuguese archipelago located off the northwest coast of Africa. Best time to visit is in the spring for blooming landscapes. (Use layovers in also affordable Lisbon to save on airfare). Renowned for its year-round mild climate, namesake wine, and breathtaking landscapes, Madeira offers lush trails, dramatic cliffs, and exotic botanical gardens. Stroll charming cobblestone streets in the capital, Funchal, hike Pico Ruivo, swim in natural swimming pools, and savor fresh seafood in this affordable destination. In Lisbon, public transport, including the IG-worthy colorful trams and metro, is inexpensive and a great way to explore iconic landmarks like Belém Tower and Jerónimos Monastery, many of which have free or discounted entry on Sundays. Wander through the colorful Alfama District or relax at scenic viewpoints (miradouros) for free.

Prague, Czech Republic

Prague is a stunning medieval city that rivals most popular European destinations. Travel in March to May or September for fewer tourists and better prices, and check nearby airports like Vienna or Berlin for cheaper fares. The Prague Castle and Charles Bridge are all free and many hotels are cheaper than other European cities. People-watch in cozy cafés with a local delicacy like trdelník, a sugary cake, and take a free walking tour around this beautiful historical city.

Malta

This small island nation, located in the Mediterranean Sea between Sicily and northern Africa, is easy to explore, with affordable stays ranging from guesthouses to charming boutique hotels that cost less than $200 per night. Malta's Explore Card is about $25 for unlimited bus travel for seven days. Visit in spring or fall when prices are low but the weather is still perfect. Wander the ancient streets of Valletta, a UNESCO World Heritage site, or explore the medieval walled city of Mdina. Golden Bay beach and beautiful Spinola Bay are both free, or snorkel in the crystal-clear waters of the Blue Lagoon.

Asia

Bangkok, Thailand

Visit everything from bustling markets and glittering temples to rooftop bars and street food vendors in Bangkok. The Grand Palace is one of Bangkok’s most iconic landmarks for 500 baht (about $15). Inside, find Wat Phra Kaew, home to the Emerald Buddha, a highly revered statue. Damnoen Saduak Floating Market is the most famous floating market near Bangkok, where you can shop for traditional snacks and affordable gifts from boats. Take a boat ride on the Chao Phraya River; ride a tuk-tuk ride along the Khao San Road; and relax in Lumpini Park for a peaceful escape from the hustle and bustle of Bangkok (you can rent a paddleboat, enjoy a picnic, or simply take a stroll while watching locals practice tai chi). Keep an eye out for the giant monitor lizards that roam freely in the park! Visit iconic rooftop bars, like Sky Bar at Lebua State Tower, famous for being featured in the movie The Hangover 2, and Vertigo and Moon Bar, located at the Banyan Tree Hotel with stunning 360-degree views of the city.

Coron, Philippines

Traveling to the Philippines on a budget is both easy and rewarding, offering stunning landscapes and rich culture without breaking the bank. Coron, with its stunning lagoons, shipwreck dives, and affordable island-hopping tours, is a must-visit. Feast on delicious street food like pork skewers and halo-halo for just a few dollars. Visit budget-friendly yet breathtaking spots like El Nido’s lagoons, Siargao Island’s surf spots, and Banaue’s rice terraces too. Affordable accommodations, like hostels and beachside cottages, cater to frugal travelers. Public transport, such as jeepneys and tricycles, ensures low-cost travel between destinations.

Africa

Marrakech, Morocco

Watch for budget airlines from major hubs like Paris or Madrid and travel to this stunning destination with everything from the bustling souks of Marrakech to the serene Sahara Desert. Explore ancient medinas, swoon over the intricate architecture of mosques and palaces, or wander through the blue streets of Chefchaouen. Adventure seekers can trek the Atlas Mountains, while beach lovers can relax in coastal towns like Essaouira. Savor flavorful Moroccan cuisine, such as tagines, couscous, and mint tea. According to Dollar Flight Club, average prices are $310 and the best time to visit is March-April or October-November for ideal temperatures.

1. Questions To Ask If You're In The 'Honeymoon' Stage

Whenever we finally move from flirting with our crushes to being in a relationship with them, it's typically followed by a period of euphoria. You and your boyfriend likely can't get enough of each other right now which is probably making your friends playfully roll their eyes. Since everything is brand new, you can still keep it light though.

O'Neill suggests asking "open-ending questions that prompt curiosity and connection:"

• What's one dream you've never let me in on?
• What's one little gesture that can make you feel valued?

"These couple of queries facilitate bonding while generating enthusiasm for the goals and interests of each other," he says.

2. Questions To Ask After Your First Big Fight

Even if you and your boyfriend are super tuned in to each other, a disagreement or argument is bound to happen. In case you're worried, your relationship isn't on thin ice because you're not seeing eye-to-eye on something. O'Neill says you can ask:

• How do you think we handled the argument?
• What could we do differently next time to make our future fights more productive?

His reasoning is that these questions "promote growth and empathy" so "disagreements are transformed into stronger communication opportunities."

Note: Disagreements should never turn physical. It's not okay for you and your boyfriend to become physically aggressive with each other. If you're concerned about domestic violence, dial the National Domestic Hotline at 1(800) 799-7233.

3. Questions To Ask Before Introducing Your Boyfriend To Your Parents

Introducing your boyfriend to your parents is a huge step that can be scary and exciting. I was terrified when my parents first met my fiancé because they couldn't stand my ex. But, the conversation between them flowed and everyone always looks for him to be at family events.

If you're ready for introductions to be made, O'Neill wants you to "encourage the normality of preplanned talks" by asking:

• What is something about me that you think my parents would really love to hear about?

By doing this, he says it'll "help alleviate anxiety and ensure both spouses feel comfortable and attuned before meeting the parents."

4. Questions To Ask If You Or Your Boyfriend Have An Illness

It's never easy to experience illnesses or health scares, but it can be terrifying if you don't know how to help your partner manage if something unexpected happens. O'Neill says to "nurture insights with queries such as:"

• What is one thing I could to assist you better when ill?
• Are there any aspects concerning your healthy that haven't been discussed which make you anxious?

"The conversations provide a safe space for airing concerns while building up mutual support through health difficulties," he adds.

5. Questions To Ask If You're Worried About Boyfriend's Spending Habits

Financial red flags are always a cause for concern when dating someone — especially when it seems like your boyfriend doesn't care about his spending habits may affect your household if you live together. O'Neill suggests asking:

• What are your financial goals?
• How do you see us working towards them together?
• How do you feel about budgeting as a team?

This will "make goal alignment stronger" because "effective communication about finances can prevent misunderstandings," he says. Also, this helps "lay the foundation for a shared vision of the future."

6. Questions To Ask To Deepen Vulnerability With Each Other

Being vulnerable isn't easy for everyone, let alone two people in a relationship. It took me years to feel comfortable expressing my sadness or fears to my fiancé because I was afraid he'd think I was 'weak.' However, this can cause more harm than good because it becomes difficult for our partners to know what's going on with us if we don't open up.

O'Neill says you can ask:

• What's one fear or concern you've hesitated to share with anyone before?
• How can I help you feel safe sharing with me?

7. Questions To Help Move The Relationship Forward

If you're still wondering "what are we doing" after asking some of the above questions, you focus on asking the following "future-oriented questions," according to O'Neill:

• Where do you see us in 5 years?
• What's something you envision us doing together as a couple in the future?

Jessica Simpson and Eric Johnson are "focusing" on their kids amid their split.

Jessica Simpson explained her decision to split from husband, former NFL tight end Eric Johnson, with whom she shares three children: 12-year-old Maxwell Drew, 11-year-old Ace Knute, and 5-year-old Birdie Mae.

"Eric and I have been living separately navigating a painful situation in our marriage," Jessica told People. "Our children come first, and we are focusing on what is best for them. We are grateful for all of the love and support that has been coming our way, and appreciate privacy right now as we work through this as a family."

The popstar celebrated her kids' return to school in September with a super sweet Instagram post. "Maxwell, Ace and Birdie y’all make your Mom beam with smiles and grace !" she says. "Keep on showin’ up for yourselves with each step of the way through this new school year! I’m so very proud of y’all for individually shining your light so that in return others feel the glow."

Jessica Simpson and Eric Johnson met in 2010 through a mutual friend, and ended up getting engaged six months after they started dating. They were married in July of 2014, where Maxwell and Ace were the flower girl and ring bearer.

The "I Wanna Love You Forever" singer celebrated their 10th anniversary with an Instagram post in May 2020, saying, "I fell head over slippers in love with this perfect man 10 YEARS ago today! By chance he knocked on my dreamy cottage door (sigh), I let him in and never let him leave. He is mine, I am his…forever."

And the couple's decision to announce their separation comes after Jessica posted about "putting up with everything I did not deserve" and about how "life is short."

"SMILE while you still have teeth," she jokes.