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As a gay senior, there are many new adventures to experience. Whether you’re traveling solo, with a partner, or as part of a group of friends, our inclusive travel experts specialize in curating luxurious getaways tailored to your unique needs and desires.
Here at Out Of Office, we truly understand the world you live in, and the world you want to explore. Our attention to detail, exceptional service and deep understanding of both luxury travel and LGBTQ+ travel make us a fantastic choice for those looking for a travel experience where exclusivity meets inclusivity.
Perhaps you dream of the sun-soaked beaches of the Seychelles or the cobblestone streets of Lisbon. Maybe you envision a quiet retreat in a Tuscan villa, or a luxurious river cruise down the Danube. Whatever your ideal destination, we craft bespoke experiences that blend relaxation, exploration, and cultural enrichment.
Wine lovers can indulge in wine-tasting experiences with our curated journeys to the world’s most renowned wine regions. Whether you’re exploring the vineyards of Napa Valley, sipping bold reds in Tuscany, or discovering hidden gems in France’s Bordeaux and Champagne regions, our wine-tasting adventures are designed for connoisseurs and enthusiasts alike. Stay in luxurious accommodations like Auberge du Soleil in Napa or Castiglion del Bosco in Tuscany, and enjoy private cellar tours, exclusive tastings with winemakers, and gourmet pairings that elevate every sip. Our wine-tasting itineraries are especially popular with gay seniors.
At Out Of Office, we pride ourselves on partnering with the world’s finest luxury hotels and resorts to ensure your stay is nothing short of exceptional. From iconic names like Aman, Four Seasons, and Belmond to hidden boutique gems, our handpicked accommodations promise unparalleled comfort, world-class service, and exclusivity. By booking with us, you unlock added benefits such as room upgrades, early check-in, late check-out, complimentary breakfasts, and exclusive VIP experiences like private tours or spa credits. Our insider connections and expert knowledge mean we can secure the best rooms, customize your stay with tailored requests, and provide seamless service from the moment you enquire to your return home.
When planning luxury travel for gay seniors, we prioritize ease and comfort. From accessible accommodations to thoughtfully paced itineraries, our trips are designed to ensure you can savor every moment without unnecessary stress. Whether it’s creating time for leisurely breakfasts overlooking the Mediterranean or planning excursions to local vineyards or historic sites, every detail is handled with care.
Regardless of you’re age bracket, travel opens up brand new experiences. Traveling is the best way to keep life adventurous. If you’re looking for a gay senior vacation, you may be looking for travel experiences tailored to your own specific...
Tailor-Made Vacation
Discover the highlights of Italy over two unforgettable weeks on this customizable grand train tour. Travel in comfort aboard Italy’s excellent high-speed rail network as you explore world-famous cities, admire iconic art and architecture, and soak up “la dolce vita”...
Tailor-Made Vacation
Embark on a captivating journey through the United Kingdom, where the rich tapestry of the British monarchy unfolds before you. On this carefully curated itinerary, we invite you to discover the allure of the Royal Family and explore the iconic...
Tailor-Made Vacation
Take a step into Ancient Greece on this eight-day luxury Greece history tour. You’ll travel from Athens to Delos and beyond, visiting archaeological sites, captivating museums, and ancient relics alike. Our tailor-made itinerary provides a fascinating glimpse into this ancient...
Tailor-Made Vacation
Japan is culturally rich and its traditions and customs vary greatly from the West. This itinerary offers you the quintessential Japanese experience, exploring both cities and rural life. Discover the interplay of ancient wisdom and modern marvels that make this...
Tailor-Made Vacation
The Maldives boasts some of the world’s most breathtaking island resorts, and it can be challenging to decide which one is right for you. Our experts have handpicked two island resorts that they feel provide an authentic, luxury Maldivian experience...
Tailor-Made Vacation
No other country has an artistic heritage quite on par with Italy. A disproportionate amount of the world’s greatest artists were Italian. Find out why with this luxury Italy art vacation. This art-focused journey is a dream for art aficionados...
Tailor-Made Vacation
Step into the serene beauty of Hidden Japan, where rural traditions, untouched landscapes, and exquisite cuisine come together in perfect harmony. This 10-day itinerary has been meticulously designed to take you beyond the bustling cities of Japan, allowing you to...
Tailor-Made Vacation
Step into the heart of the Caribbean with this extraordinary nine-day journey through Puerto Rico, where every moment is designed to inspire. From the cobblestone streets of Old San Juan to the tranquil shores of Vieques, this trip blends history,...
Tailor-Made Vacation
Embark on a journey where love flourishes amidst the breathtaking beauty of the Caribbean. This meticulously crafted itinerary invites couples to explore the romantic allure of Saint Lucia and Grenada, two islands renowned for their warm hospitality and stunning landscapes....
Tailor-Made Vacation
St. Lucia, a breathtaking gem of the Caribbean, seamlessly combines lush natural landscapes, vibrant culture, and world-class luxury to create an unforgettable escape. This thoughtfully designed itinerary invites you to experience the island’s contrasting charms, from the serene beaches and...
Tailor-Made Vacation
Picture a journey where turquoise waters, golden beaches, and vibrant cultures create the perfect backdrop for an unforgettable adventure. This twin-island itinerary invites you to experience the welcoming charm of the Caribbean, where everyone is free to celebrate love and...
Tailor-Made Vacation
Step into the enchanting world of Crete, where ancient history, stunning landscapes, and vibrant culture come together to create an unforgettable escape. This seven-day journey invites you to uncover the island’s hidden treasures, from the atmospheric streets of Chania’s old...
Europe offers a wealth of luxurious experiences: it’s practically an open-air museum. Imagine sipping fine wines in the vineyards of Tuscany, indulging in gourmet meals at Parisian bistros, or exploring the canals of Venice on a private gondola ride. Whether you crave the cultural sophistication of Europe’s cities or the charm of its countryside, every destination can be tailored to your tastes and interests.
If you have a passion for history and culture, destinations like Barcelona and Rome offer captivating art, architecture, and heritage. Walk through Gaudí’s beautiful and slightly mad creations, or explore the timeless ruins of the Colosseum, all while staying in five-star hotels that blend modern amenities with Old World charm. Europe’s legendary LGBTQ+-friendly hospitality ensures you feel welcome everywhere, from lively Pride celebrations in Berlin (for the disco dollies) to quiet boutique hotels in the English countryside.
If relaxation is your focus, Europe’s luxury resorts are unparalleled. Consider a spa escape to Switzerland’s Alpine villages or a Mediterranean cruise that stops in Santorini and the French Riviera.
The Caribbean is home to some of the world’s finest beaches and luxury resorts. Whether it’s the laid-back vibe of Aruba, the vibrant energy of Puerto Rico, or the exclusive luxury of Mustique (the former stomping ground of Princess Margaret and David Bowie), the region offers an unparalleled escape.
Aruba is celebrated for its warm, open-minded culture and pristine beaches. As a Dutch overseas territory, it’s highly gay-friendly. Stay in an opulent beachfront resort or a boutique hideaway, and explore the island’s crystal-clear waters with snorkeling excursions or sunset catamaran cruises. Puerto Rico has emerged as one of our most popular destinations, with San Juan’s vibrant LGBT+ nightlife, luxurious hotels, and cultural highlights such as El Morro and Old San Juan’s cobblestone streets. For those seeking privacy and exclusivity, Mustique is the ultimate destination, with ultra-luxurious villas, private beaches, and personalized service designed to create a truly bespoke experience.
Mustique was purchased by Colin Tennant, 3rd Baron Glenconner, who famously gifted a plot of land to Princess Margaret. In her wake, many of the world’s biggest celebrities were drawn to this island paradise.
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One of the best luxury destinations for winter sun in January is the Maldives, a tropical paradise renowned for its overwater villas, crystal-clear lagoons, and unparalleled privacy. With temperatures averaging 27°C (81°F), it’s an unbeatable destination if you’re looking to escape the winter chill in style. Resorts such as Soneva Jani, The St. Regis Maldives Vommuli, and One&Only Reethi Rah offer world-class amenities, including private infinity pools, butler service, and spa treatments overlooking the Indian Ocean. Whether you’re snorkelling among vibrant coral reefs, enjoying candlelit dinners on secluded beaches, or simply unwinding in your luxurious villa, the Maldives provides the perfect combination of warmth, exclusivity, and natural beauty to make your winter escape unforgettable.
For a luxurious and LGBTQ+-friendly winter sun escape in February, Puerto Vallarta, Mexico, is an exceptional choice. This buzzing coastal destination offers warm temperatures around 26°C (79°F), stunning beaches, and a very welcoming atmosphere for LGBTQ+ travelers. Spend your days lounging on Playa Los Muertos, exploring art galleries and cobblestone streets, or enjoying whale-watching tours in Banderas Bay. Puerto Vallarta is also home to the largest Gayborhood in Latin America, making it a vibrant and inclusive destination for all.
Take a trip to South Africa in March and enjoy the cosmopolitan charms of Cape Town, before taking a luxurious trip to the Winelands where you’ll find world-class wine and hotels. You’ll then set out on a safari and pursue the Big 5 through Kruger Park.
Immerse yourself in the vibrant culture of Cape Town, exploring the historic streets of Bo-Kaap, strolling along the V&A Waterfront, or taking a cable car ride up Table Mountain for breathtaking views. A stop at the Kirstenbosch Botanical Gardens will enchant nature lovers, while food enthusiasts can savor Cape Malay and international cuisines at some of the city’s finest restaurants.
As you transition to the tranquility of the Winelands, you’ll experience the ultimate in relaxation and indulgence. From wine tastings at award-winning estates to hot air balloon rides over picturesque vineyards, this leg of your journey combines luxury with the beauty of South Africa’s rolling landscapes. The sophisticated lodges and warm hospitality here set the stage for unforgettable memories.
April is a great month to visit London. Take in the vibrant colors of spring blooms at the Chelsea Physic Garden or Kew Gardens, and don’t miss the chance to experience the city’s famed theater scene in the West End. For a unique perspective, hop on a Thames River cruise and admire the city’s iconic skyline as you sail past landmarks like the London Eye and St. Paul’s Cathedral.
Whether you’re shopping in Covent Garden or soaking up the city’s lively atmosphere at a rooftop bar, London in April is a blend of charm and energy.
May’s warmer weather makes it the perfect time for al fresco dining in Parisian cafés.
Enjoy the city’s open-air markets, such as the Marché Bastille, where you can sample artisanal cheeses, fresh pastries, and fine wines. For art enthusiasts, the Louvre and Musée d’Orsay offer world-class exhibits, while the city’s many galleries showcase contemporary creations. As evening falls, take in a Seine River cruise to see the city lights, or embrace the nightlife with a cabaret show at the iconic Moulin Rouge or intimate performances in the city’s vibrant jazz clubs. Paris in May is truly a feast for the senses.
June in French Polynesia is a perfect time to visit, as it marks the start of the dry season, known as the Austral winter, offering idyllic weather with warm days, cooler nights, and low humidity. Temperatures average around 25-28°C (77-82°F), making it ideal for relaxing on pristine beaches, exploring crystal-clear lagoons, or enjoying outdoor adventures such as snorkeling, diving, and hiking.
Bora Bora, often called the “Pearl of the Pacific,” is the crown jewel of French Polynesia. Its turquoise lagoon, encircled by vibrant coral reefs and iconic overwater bungalows, provides an unparalleled setting for luxury and romance. Spend your days kayaking or paddleboarding in the serene waters, visiting the coral gardens, or indulging in a private motu picnic. For an unforgettable experience, take a lagoon tour to meet gentle stingrays and reef sharks, or ascend Mount Otemanu for breathtaking panoramic views. Evenings in Bora Bora are just as enchanting, with sunsets painting the sky in hues of orange and pink, followed by elegant dining under the stars.
July is perfect for soaking up the Mediterranean sun along this iconic coastline, especially the Amalfi Coast. Stay in luxury hotels like Le Sirenuse in Positano or Belmond Hotel Caruso in Ravello. Enjoy private yacht tours, gourmet Italian dining, and breathtaking views of the Tyrrhenian Sea.
July on the Amalfi Coast also brings opportunities to immerse yourself in the region’s rich culture and history. Wander through the charming streets of Amalfi and visit its stunning cathedral, or explore the ancient ruins of Pompeii and Herculaneum, just a short trip away. For nature lovers, the Sentiero degli Dei, or Path of the Gods, offers an unforgettable hiking experience with dramatic coastal views. As the day winds down, savor a sunset aperitivo on a cliffside terrace, where the blend of lemon-scented air and shimmering sea creates a magical backdrop for an Italian summer escape.
Seychelles in August is an exceptional choice for a tropical getaway. While the archipelago enjoys warm weather year-round, August falls within the cool and dry southeast trade wind season, offering pleasant temperatures around 24-28°C (75-82°F). The seas are calm, the skies are clear, and the gentle breezes make it an ideal time for outdoor activities and relaxation.
August is also perfect for island-hopping, with opportunities to visit La Digue’s granite boulders or the lesser-known outer islands.
September is a quieter time in Hawaii, with warm weather and stunning beaches. Luxury resorts like Four Seasons Resort Maui at Wailea or Andaz Maui provide the perfect base for snorkeling, whale watching, or spa indulgence.
September in Hawaii also offers the chance to experience the islands’ rich cultural heritage. Attend a traditional luau to enjoy authentic Hawaiian cuisine, music, and hula performances, or visit local farmers’ markets for tropical fruits and handmade crafts. Nature enthusiasts can explore lush rainforests and dramatic waterfalls on the Road to Hana or embark on a sunrise trek at Haleakalā National Park. With fewer crowds, September is the perfect time to immerse yourself in the serene beauty and aloha spirit of the islands.
October marks the tail end of Bali’s dry season, offering sunny days and warm temperatures ideal for exploring the island’s beaches, temples, and rice terraces. Stay at luxury resorts like Four Seasons Resort Bali at Sayan or Amandari in Ubud, where you can enjoy private villas, infinity pools, and world-class spa treatments.
October in Bali also invites you to delve into the island’s vibrant culture and natural wonders. Witness the captivating Kecak dance at sunset in Uluwatu Temple or take a peaceful walk through the UNESCO-listed Jatiluwih Rice Terraces. For adventure seekers, the calm seas are perfect for diving or snorkeling to discover vibrant marine life, while Mount Batur offers an exhilarating sunrise hike. Whether you’re savoring gourmet Indonesian cuisine, shopping for artisanal crafts in Ubud’s markets, or simply soaking in Bali’s tranquil atmosphere, October provides a perfect balance of relaxation and exploration.
November marks the start of the cool, dry season in Thailand. Enjoy Bangkok’s vibrant energy, luxury river cruises, and fine dining, staying at hotels like Mandarin Oriental or The Siam. Chiang Mai, known for the Loy Krathong Festival in November, and luxury hotels like Four Seasons Resort Chiang Mai or Dhara Dhevi.
November in Thailand is also a fantastic time to explore the stunning islands and beaches of the south, such as Phuket, Krabi, and Koh Samui, where the weather is ideal for sunbathing, snorkeling, and island-hopping. In Bangkok, take a leisurely boat ride through the city’s intricate canals or explore cultural landmarks like the Grand Palace and Wat Arun. Chiang Mai offers a more tranquil vibe, with opportunities to participate in traditional cooking classes or visit the city’s renowned night markets. The enchanting Loy Krathong Festival, with its floating lanterns and candlelit offerings, adds a magical touch to an already unforgettable Thai experience.
December in Palm Springs, California, has the perfect blend of sunshine, luxury, and relaxation, with daytime temperatures averaging a comfortable 20-25°C (68-77°F). This chic desert city is ideal for escaping the winter chill, with its mid-century modern architecture, mountain views, and world-class resorts. Stay at luxurious properties like The Parker Palm Springs, La Quinta Resort & Club, or The Ritz-Carlton Rancho Mirage. Palm Springs is a hugely popular destination for LGBT+ seniors.
December in Palm Springs also offers an array of outdoor activities and cultural experiences. Hike the scenic trails of Indian Canyons or take a ride on the Palm Springs Aerial Tramway for breathtaking views of the Coachella Valley. The city’s vibrant downtown is perfect for leisurely strolls, with boutique shopping, art galleries, and acclaimed restaurants to explore. For those seeking relaxation, the region’s natural hot springs and spa treatments provide a rejuvenating escape. With its welcoming atmosphere and dynamic LGBT+ community, Palm Springs in December is a haven for relaxation and celebration alike.
We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build a trip that is bespoke to you.
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