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 The Ultimate South America Getaway! Are you ready to trade your everyday hustle for the vibrant colors and exciting tastes of Colombia, South America? Colombia is a playground for the curious and adventurous. The coffee is strong, the music is contagious, the people are happy and fun-loving, and the sunsets are pure magic. And with Happy Gay Travel as your guide, experience it all in luxurious style, surrounded by a community of LGBTQ+ travelers who share your zest for life. Ready? Say “Si!”
Sí to sipping cocktails on a rooftop terrace in Bogotá. Sí to the vibrant street art in Medellín’s Comuna 13, a powerful testament to the transformative power of art, turning what was once one of the world’s most dangerous neighborhoods into a symbol of resilience and creativity.
Sí to cultural immersion as we discover Colombia’s rich history and artistic heritage, meandering through the enchanting walled city of Cartagena or marveling at the treasures within the awe-inspiring Gold Museum and the whimsical sculptures of Fernando Botero at the Museo Botero.
It’s going to be a full-sensory celebration of Colombian culture, cuisine, and camaraderie as we explore the hidden gems as only we can do on this carefully curated journey.
Day 1 - Thursday, February 26, 2026
Touchdown Bogotá! Your private driver will be waiting for you at the airport, ready to whisk you away to the luxurious haven that is the Four Seasons Hotel. Nestled in the heart of Zona Rosa, you’ll find yourself surrounded by the city’s best shopping, dining, and nightlife – all just a hop, skip and jump away! Your room? Think contemporary elegance meets cozy retreat — the perfect place to unwind after a day of exploration. Join your fellow adventurers for a festive welcome dinner later at night and savor the authentic flavors of Colombian cuisine. Laughter, lively conversation, and new friendships are also on the menu – a perfect prelude to the exciting escapades that await in the ever-exciting Columbia!
Hotel: Four Seasons Bogota Hotel, Bogota
Day 2 - Friday, February 27, 2026
Culture vultures are in for a special treat today as we explore Bogotá’s vibrant art and literary scene. Immerse yourself in the world of Colombia’s most celebrated artist at the Museo Botero, or delve into the fascinating mind of Nobel laureate Gabriel García Márquez at the Centro Cultural dedicated to his works.
And for a glimpse into the country’s rich history, the Gold Museum houses the world’s largest collection of pre-Columbian gold artifacts – a sight that’s sure to leave you awestruck.
We’ll take a breathtaking cable car ride to the summit of Monserrate, where panoramic views will leave you speechless. Explore the charming historic village, snap envy-inducing pics, browse artisan treasures, and savor traditional Colombian delicacies. If we time it right, we might even catch a sunset that’ll rival any postcard.
And of course, no visit to Bogotá would be complete without wandering the cobblestone streets of La Candelaria, the city’s oldest neighborhood, with a refreshing chicha (a must-try traditional Colombian drink) in hand.
Hotel: Four Seasons Bogota Hotel, Bogota
Day 3 - Saturday, February 28, 2026
A quick flight from Bogotá lands us in Medellín, the City of Eternal Spring. We’ll settle into the hip and happening Click Clack Hotel, your stylish home base in the trendy Provenza/El Poblado neighborhood. Explore the city’s lively scene right outside your door, with countless restaurants, bars, and green spaces to discover.
Later at night, we’ll meet up for a DiningOUT Pop-Up Party! A local LGBTQ+ chef will whip up a mouthwatering spread of heavy hors d’oeuvres for us, and the open bar will keep the good times flowing. Get ready to salsa the night away under the stars, mingle with the friendly locals, and just let the good times roll!
But oh yes, the party doesn’t end there! We’ll also enjoy VIP access to Medellín’s hottest parties and events, carefully selected by our insiders for an evening of non-stop fun.
Hotel: The Click Clack Hotel Medellin, Medellin
Day 4 - Sunday, March 01, 2026
Medellín’s art scene is as vibrant as the story behind it, and nowhere is that more evident than in Comuna 13. Once considered the most dangerous neighborhood in what was once the world’s most dangerous city, it’s now a symbol of hope, where stunning murals tell stories of resilience and transformation.
Today, we’ll journey to this open-air gallery, led by the passionate artists of Casa Kolacho. They’ll share firsthand accounts of the neighborhood’s inspiring journey, introduce us to the artists behind the murals, and give us an insider’s look at this vibrant community that’s reclaiming its narrative through creativity.
Hotel: The Click Clack Hotel Medellin, Medellin
Day 5 - Monday, March 02, 2026
You’ll think you’re walking through the pages of a storybook as you meander through the streets of Guatapé, Colombia’s most colorful town. Vibrant-painted houses, cobblestone streets lined with shops showcasing colorful handcrafts, and a lakeside lunch that’s as delicious as the views await.
But first, we’ll kick off the day with a thrilling climb to the top of the iconic Peñol Boulder, a sight so spectacular, some even call it Colombia’s Machu Picchu. Prepare to be awestruck by the panoramic views of emerald-green mountains and shimmering blue lakes from the summit. It’s 740 steps all the way up, but trust us, it’s well worth it.
Later, we’ll hop on a motorboat for a scenic cruise, giving us a front-row seat to Guatapé’s natural beauty.
Hotel: The Click Clack Hotel Medellin, Medellin
Day 6 - Tuesday, March 03, 2026
It’s a picture-perfect afternoon in Cartagena as we set sail on the Caribbean, ready to embrace the good life. Aboard our private catamaran, we’ll glide through the turquoise waters of the Bay of Cartagena, the sun dipping in the horizon, painting the sky in a vibrant explosion of color. We’ll feast on a delicious dinner, share stories and laughter with our travel crew, and simply soak up the magic of the moment. THIS is pura vida.
Hotel: Four Seasons Hotel and Residences Cartagena, Cartagena
Day 7 - Wednesday, March 04, 2026
Get ready to step back in time and unleash your inner pirate (or conquistador, we don’t judge!) as we explore the enchanting walled city of Cartagena. This UNESCO World Heritage site is a living, breathing storybook, filled with tales of swashbuckling adventures, stolen treasures, and centuries of history.
We’ll wander through cobblestone streets lined with stunning Spanish colonial architecture – think grand merchant houses, balconies overflowing with flowers, and churches that’ll make you say “Wow.” And who knows, we might even stumble upon a hidden treasure or two at the bustling handicrafts market tucked away in the city’s ancient dungeons!
But hold onto your hats, because the real fiesta awaits tonight! We’re talking about a 10-course culinary extravaganza at an award-winning restaurant whose chefs/owners are also part of the LGBTQ+ community. Get ready for a flavor explosion as we sample the best of the Colombian Caribbean. From appetizers to desserts and everything in between, this dining experience will surely be a highlight of our trip. Savor the flavors and culinary creativity of the chefs, who were born out of an experimental lab focusing on promoting the gastronomic culture and biodiversity of the Colombian Caribbean.
Hotel: Four Seasons Hotel and Residences Cartagena, Cartagena
Day 8 - Thursday, March 05, 2026
It’s time to say goodbye to Colombia. A private transfer will take you to the airport for your journey home with a suitcase full of unforgettable memories. Safe travels!
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• Bogota City Tour & Welcome Dinner
• Discover the famous Gay nightlife in Bogota
• Explore Medellín’s vibrant art scene, including a visit to the inspiring Comuna 13
• DiningOUT Pop-Up Party with a local LGBTQ+ chef and salsa dancing
• VIP Night Out in Medellin
• Visit Guatape, climb the iconic El Peñol, and enjoy a scenic boat ride
• Guided tour of the walled city of Cartagena, a UNESCO World Heritage site
• Magical Caribbean sunset cruise on a catamaran with dinner and drinks
• Indulge in a 10-course culinary adventure at an award-winning restaurant
• Spa treatments, yoga, and wellness activities offered on the island
• A week of culture, fun, adventure, and relaxation
• 5-star Accommodations throughout
• Daily Breakfast
• Welcome Dinner in Bogota
• All Tours in the program
• Private airport transfers
• Domestic flights within Colombia
• 10-course tasting menu with wine pairing at a renowned gay restaurant
• Hotel portages throughout
• Meals as indicated in the itinerary
• Bilingual tour guides & hosts with 24/7 concierge support
• Local tour leaders
• Colombian Travel insurance comprehensively covers health throughout the country, expatriation, and some luggage issues
• Fully escorted gay group tour
• Proof of Comprehensive Travel Insurance is Required for this Journey
• International Flights
• Expenses of personal nature
• Optional Excursions that are not part of the program
• Spa Treatments
• Meals not mentioned in the itinerary
• Gratuities for guides and drivers – $200 per person for the whole trip
Four Seasons Bogota Hotel, Bogota
Four Seasons Hotel Bogota is your chic, contemporary retreat amid the high-energy vibe of the Zona T, where the city’s high society comes to see and be seen. Find yourself steps from the finest shops, nightclubs and cafés in the capital, on strollable, buzzing streets. For casual all-day dining, start your day at NEMO, our signature international bar and grille by world-renowned Colombian Chef Harry Sasson. Relax in our intimate spa. Stretch out in the comfort of our light-filled guest rooms and suites. And immerse yourself in ultra-cool Bogotá at its coolest, with Four Seasons as your guide.
Each minimalist room at this luxury hotel is air-conditioned and features a custom Four Seasons bed, a private bar, and twice-daily housekeeping. Every room features original art, a marble bathroom and custom-tinted wooden floors, and free WiFi. For your comfort bathrobes, plush slippers, and L’Loto del Sur toiletries are provided.
Hotel, where contemporary elegance is found everywhere from the spacious suites to the perfectly poured Colombian espresso.
The Click Clack Hotel Medellin, Medellin
This is a hip-designed adult hotel playground of interactive experiences and luxurious comfort in the trendy El Poblado area of Medellín, the most walkable part of the city, with an array of restaurants, bars, nightlife, and green spaces to tempt you. It’s just right: the hotel’s not too small, not too large, yet it offers everything you need, like a fun outdoor green lobby area where you’ll find an art gallery, shops, cafés, and restaurants including the hotel’s own “kitchen” with a menu of satisfying comfort food. Higher up, you’ll enjoy two rooftop bars, a pool, and stunning city views to add to your fun.
Rooms and suites have all have a sense of Dada-esque humour, in design choices such as the oversized camera-lens lights, white-boards in the bathrooms so you can leave notes for your fellow guest, and see-through shower doors that only lovers could love. And, they have a penchant for the practical too, with one-fits-all modular storage, pegboard headboards hung with leather pockets to hold magazines, phones and Click Clack knick-knacks.
While the bulk of the hotel is busy being a serious piece of architecture, the colourful roof deck and pool (open 9am to 8pm) are having a whale of a time celebrating the city’s ‘eternal spring’ weather, splashing around in the water, then wallowing in cocktails.
Four Seasons Hotel and Residences Cartagena, Cartagena
The brand-new Four Seasons Hotel, opening its doors in 2025, is about to take this historic coastal gem to a whole new level of fabulous. On Colombia’s Caribbean coast, in the historic city of Cartagena, Four Seasons is revitalizing a collection of landmark buildings dating as far back as the 16th century. Experience the authentic charm of the Getsemaní neighbourhood, where timeless style infuses the 131 accommodations, including 16 suites. Four distinct restaurants and lounges are waiting to tantalize your taste buds with the vibrant flavors of Cartagena’s culinary scene. And when it’s time to relax, two rooftop pools, a rejuvenating spa, and a state-of-the-art fitness center are at your disposal.
Housed in beautifully restored landmark buildings that have witnessed centuries of history (talk about a serious glow-up!), this hotel seamlessly blends old-world charm with contemporary elegance. You’ll be strolling through the vibrant Getsemaní neighborhood, where colorful street art and lively music set the scene, then retreating to your luxurious sanctuary within the hotel walls. It’s the best of both worlds! Connect to the lively social scene in eight restaurants and lounges. Entertain in two ballrooms. Then unwind at the Spa, Fitness Centre and two rooftop pools. With timeless style and legendary service, Four Seasons is shaping Cartagena’s new cultural focal point.
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