January Anniversary Trip

Whether you’re celebrating your first year of marriage or kicking off another decade with a romantic getaway, marking an anniversary is no small thing, and taking a special trip together is hands-down one of the best ways to mark the occasion. Alone time with your sweetheart is paramount, but where in the world should you go? Luckily for you, we’ve got a few romantic places in mind. Here are our favourite cities to celebrate your January anniversary trip hand in hand. ❤️

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  1. Cartagena, Colombia: Stroll hand in hand along the beach during sunset.
  2. Bali, Indonesia: Indulge in a luxury hotel after a day in the rice fields.
  3. Maui, Hawaii: Snorkel among colourful corals and relax in the sun.
  4. Paris, France: Taste world-class pastries as you stroll the Parisian streets.
  5. Sayulita, Mexico: Relax in the warm breeze in this tropical destination.
  6. Portland and Cannon Beach, Oregon: Road trip through the picturesque Pacific Northwest.
  7. New York City, USA: Experience New York’s blend of winter charm and iconic art!
  8. Palm Beach, Florida: Hit the golf course or kayak along the coastline.
  9. Whistler, Canada: Experience all the outdoor adventures in this mountain town.
  10. Montreal, Canada: Ice skating and sleigh rides are just the start of this winter wonderland.

Photo: Taena in Maui for Flytographer. Hunter and partner celebrate their vacation in Maui with a anniversary photoshoot.

1. Cartagena, Colombia 🇨🇴

Not only is this island, the “Jewel of the Indies,” a photographer’s dream (bright, candy-coloured buildings, dramatic street art and stunning architecture) but it also has a much-welcomed Caribbean climate, oodles of historical sites to see, beaches, a unique local culture, and a banging food scene—perfect for an anniversary celebration. 🎉 Picture strolling hand in hand along the historic walls as the sun sets over the sparkling waters, indulging in delicious cuisine, and feeling the rhythm of the city’s lively music scene. 🎶 Cartagena in January is full of culture and romance, a place where every cobblestone street holds the promise of unforgettable memories for your romantic getaway.

Photo: Juan Felipe in Cartagena for Flytographer. Joaquin and partner celebrate their vacation in Cartagena with a couple photoshoot.

2. Bali, Indonesia 🐒

Bali is a hotspot beloved by couples for good reason. The rainy season has technically started by January, but there’s still plenty of sunshine and warm temperatures to facilitate your arm-in-arm walks in and around Bali’s unique Hindu temples (we love the Ulun Danu Temple on Lake Beratan, Bedugul), beaches and the Ubud Monkey Forest Sanctuary. 🌴 Plus, Insta-worthy luxury resorts with infinity pools, soaking tubs, and private patios for morning coffee with your number one make this January anniversary trip a stay you won’t forget any time soon. ☕️

Photo: Bayu in Bali for Flytographer. Jonna and partner celebrate their vacation in Bali with a couple photoshoot.

3. Maui, Hawaii 🌺

An anniversary trip to Maui in January is a dream wrapped in the beauty of Hawaii’s paradise. The island welcomes you with warm breezes and blue skies, setting the stage for a celebration like no other. Dive into the crystal-clear waters to snorkel among colourful coral, or follow hiking trails to hidden waterfalls tucked into lush rainforests. 🐠 Indulge in luxurious spa treatments, letting the island’s soothing vibes rejuvenate your spirits. Explore the wonders of Haleakalā National Park, where the sun rises above the volcanic landscape. 🌄 Maui offers many experiences, from renting a cozy beachside retreat to embarking on outdoor adventures. In January, Maui invites you to bask in its serenity, creating cherished memories with your loved one long after the trip ends.

Photo: Rojeena in Maui for Flytographer. Davine and partner celebrate their anniversary in Maui with an anniversary photoshoot.

4. Paris, France 🇫🇷

Paris is a dream in any season; winter is no exception. You’ll need those buttery melt-in-your-mouth pastries for fuel as you tour one of Europe’s most beautiful cities—from the Eiffel Tower to the charming cafes of Montmartre, there’s so much to see (and eat)! Cozy up in charming Airbnbs that capture the essence of Parisian romance, and indulge in intimate wine tastings at quaint bistros. 🍷 🍷 The city shines even brighter against the backdrop of winter, with museums and galleries offering intimate encounters with art and history. Paris is a check off the bucket list, a world-class experience, and your call for a perfect European January anniversary trip. ❤️

Photo: Olga in Paris for Flytographer. Megan and partner celebrate their vacation in Paris with a couple photoshoot.

5. Sayulita, Mexico 🇲🇽

Sayulita is a popular destination for a romantic winter getaway in the sunny embrace of Mexico’s southern charm. An anniversary visit to Sayulita in January promises warm breezes, golden sands, and a laid-back atmosphere perfect for celebration. 🌊 This beautiful coastal town is a haven for lovers seeking a blend of outdoor adventure and relaxation. Picture yourselves snorkelling in the ocean, savouring fresh seafood at seaside cafes, and immersing in the vibrant spirit of the town’s art and culture scene. 🍤 Sayulita’s relaxed vibe and stunning sunsets set the stage for an intimate anniversary filled with romantic moments against the backdrop of Mexico’s welcoming beauty.

Top tip: The humpback whale season kicks off around Christmas, so keep your eye out! 🐋

Photo: Jenn in Sayulita for Flytographer. Esteban and partner celebrate their vacation in Mexico with a couple photoshoot.

6. Portland and Cannon Beach, Oregon 🌲

Two words: road trip! The Pacific Northwest’s rugged charm is perfect for exploring. Begin your January anniversary trip in Portland, a city brimming with craft beer, vintage shopping, and beautiful hiking trails. ⛰️ Then, venture toward Cannon Beach, a coastal gem filled with dramatic seascapes and the iconic Haystack Rock. January’s crisp air invites you to hike hand in hand along the rugged trails, discovering hidden gems and breathtaking beaches. Together, these Western wonders create an unforgettable backdrop for an anniversary filled with nature’s embrace and the vibrant spirit of the Pacific Northwest. 🥾

Photo: Whitney in Portland for Flytographer. Peter and partner celebrate their vacation to Cannon Beach with a couple photoshoot.

7. New York City, USA 🗽

The temperature has been known to be on the brisk side in January, but what’s more romantic than bundling up and holding mitten hands ice skating in the open air at Rockefeller Center? ⛸️ New York City in January has an unforgettable blend of wintertime charm and the iconic energy of the American East Coast. The city transforms into a dazzling wonderland filled with twinkling lights along the bustling streets and landmarks. For foodie couples, the culinary scene is an adventure in itself—warm up with a cup of hot chocolate from world-class cafes, or savour diverse cuisines in cozy eateries across the boroughs. From Broadway shows to art exhibitions, New York City in January celebrates the city’s spirit! 🎭

Photo: Flytographer in New York City. Tanner and partner celebrate their vacation in NYC with a couple photoshoot.

8. Palm Beach, Florida 🌴

Ready for your American South Getaway? Nestled in the heart of Florida, this luxurious city offers a lovely escape for a weekend getaway of romance and indulgence. 🏝️ With its pristine ocean views and luxury hotels, Palm Beach is the epitome of luxe relaxation. Picture yourselves basking in the warm Florida sun, indulging in a day at a world-class golf course, or kayaking along the coastline. ⛳️ Don’t forget to explore nearby destinations like Miami or Key West on this January anniversary trip! Palm Beach guarantees a romantic getaway filled with sophistication, seaside enchantment, and the allure of Southern hospitality.

Photo: Cheryl in Palm Beach for Flytographer. Austin and partner celebrate their vacation in Palm Beach with a couple photoshoot.

9. Whistler, Canada 🇨🇦

This small ski and snowboard town in British Columbia, Canada, has the best of both worlds. This mountain town transforms into a winter wonderland in January, offering an array of outdoor adventures perfect for couples. From snowmobiling escapades to the rush of skiing or snowboarding down powdery slopes at renowned ski resorts, every moment is an exciting shared experience. ⛷️ After days filled with outdoor activities like exploring hiking trails, evenings can be filled with cozy relaxation. Soak in a hot tub, indulge in a couple’s massage, and melt into the scenic beauty of the surroundings. ✨ Whistler’s charm isn’t confined to the winter months; it’s a year-round gem in the Pacific Northwest where outdoor enthusiasts thrive, whether skiing in winter or biking through lush trails in the summer. Uniting adventure with tranquillity, Whistler in January makes for a fabulous anniversary retreat that’s both thrilling and romantic.

Photos: Alanna in Whistler for Flytographer. Yasmin and partner celebrate their anniversary in Whistler with an anniversary photoshoot.

10. Montreal, Canada 🍁

You don’t need to fly to Paris to experience a taste of old-world French charm. 🥖 Montreal is a historic eastern Canadian city bursting with European traditions, French-Canadian cuisine (hello, poutine!), maple syrup on sticks, cosmopolitan shopping, nightlife, and winter activities. The city’s cobblestone streets lined with snow offer a beautiful backdrop for a January anniversary trip. Imagine hand-in-hand strolls through the Old Port, laughter from ice skating rinks, and the joyous clatter of horse-drawn sleigh rides. Embrace the winter wonderland magic by snowshoeing through picturesque trails before retreating to a cozy boutique hotel for warmth and a hot drink. ☕️Montreal is especially stunning in January, as it remains decorated with twinkling lights after Christmas. 🎄

Photo: Irina in Montreal for Flytographer. Anthony and partner celebrate their vacation in Montreal with a couple photoshoot.

Capturing Anniversary Memories

An anniversary trip in January is a delightful embrace of love and adventure, no matter where you choose to go. Whether you opt for the warmth of a tropical paradise or the snowy landscapes of a winter wonderland, a romantic getaway is bound to be blissful. ❤️ Book a local Flytographer to capture the laughter and love of your anniversary trip for years to come! 📸