Join Wheel & Anchor for a journey through the Adriatic, where history, culture, and stunning landscapes converge. From the ancient walls of Dubrovnik to the coastal charm of Cavtat and the serene islands beyond, we’ll explore the region’s rich heritage and maritime traditions. Along the way, savour the distinct flavours of Dalmatian cuisine and uncover
We’ve put together a document outlining some guidelines for purchasing travel insurance in these chaotic times. The landscape on this front is shifting day by day as insurance providers and travellers try and figure out the best way to manage the situation, but we’ll continue to update these guidelines as we learn new information and
Join Wheel & Anchor for a two-week sojourn through southern Italy, staying in just three places: the Bay of Naples, the Valle d’Itria, and Lecce. From private boats to ancient ruins, limestone villages to mozzarella farms, we explore a slower Italy, one that often gets hurried past on the way to shinier objects. Click here
Join Wheel & Anchor for a journey through Argentina and Chile that’s equal parts breathtaking scenery, rich history, and culinary discovery. Wander the streets of Buenos Aires, sip Malbec straight from the source in the vineyards of Mendoza, and take in the landscapes of the Andes as you cross into Chile. In Santiago, experience the
Join Wheel & Anchor for an unforgettable rail journey across Africa, beginning in Dar es Salaam and winding through Tanzania, Zambia, Zimbabwe, and Botswana before arriving in South Africa. Along the way, we’ll explore Nyerere National Park, admire the cascading waters of Victoria Falls, and spend time in Madikwe Game Reserve on safari. The adventure
Join Wheel & Anchor as we head to Koh Samui, an island that has evolved from a quiet fishing community into a place where Thailand’s traditions and modern comforts meet. Set in the Gulf of Thailand, it’s a place of palm-fringed beaches, Buddhist temples, and waters that shift between deep blue and turquoise. We’ll have
Packing wisdom from fifty well-travelled Canadians What we learned when we finally asked There is a particular kind of anxiety that has nothing to do with the destination. It arrives about a week before departure, usually in the evening, and it takes the form of an open suitcase on a bed and a question that
Join Wheel & Anchor for an adventure through the Silk Road, immersing ourselves in urban Kazakhstan, nomadic Kyrgyzstan and diving deep into the old imperial and trade capitals of Uzbekistan. Click here to access the web page for our October 19, 2026 trip SOLD OUT Click here to access the web page for our October
Join Wheel & Anchor for a week of discovery in Malta. Based in Valletta, we’ll explore the island’s storied past, from temples older than the pyramids to the Renaissance fortresses of the Knights of St. John. We’ll ferry to Gozo for a glimpse of rural island life, wander the quiet streets of the Three Cities,
Join Wheel & Anchor for a coastal immersion in Costa Rica, split between Montezuma and Sámara. You’ll explore wildlife refuges, quiet beaches, and offshore islands, with opportunities for snorkelling, kayaking, and encounters with macaws and sea turtles. The journey balances guided nature experiences with free time by the ocean, giving a fuller sense of daily
Join Wheel & Anchor for an immersive journey through Costa Rica’s cloud forests, coffee highlands, and Caribbean waterways. From spotting quetzals in misty reserves to drifting along jungle canals, we’ll experience the country’s extraordinary biodiversity, vibrant culture, and natural beauty in a way that goes far beyond the typical tropical escape. Click here to access
Join Wheel & Anchor to explore Japan’s gardens, castles, shrines, and markets from Tokyo to Kyoto, with stops in Hakone, Takayama, Kanazawa, Hiroshima, and Nara. This journey brings meaningful encounters and a deeper look at traditions. Click here to access the web page for our April 2027 trip Click here to access the web page
Join Wheel & Anchor for a 10-day culinary journey through Burgundy and Lyon, two of France’s most storied gastronomic regions. From the markets of Dijon to the vineyards of the Côte de Nuits and the bouchons of Lyon, this experience blends history, flavour, and craftsmanship. Along the way, meet passionate producers, learn classic recipes, and
Join Wheel & Anchor for a three-week Australian journey with full weeks in Melbourne, Hobart, and Sydney. Settle into Melbourne’s café culture between day trips to coastal limestone stacks and misty mountain railways. In Tasmania, explore Port Arthur’s prison ruins and meet wombats and Tasmanian devils at wildlife sanctuaries. Finish in Sydney, where you’ll be
Join Wheel & Anchor for a two-week exploration of Mallorca, dividing our stay between the island’s historic capital and a quieter beach town in the north. Discover vintage trains, hilltop villages, and coastal walks, with opportunities to try local wines and learn regional cooking. This journey blends guided excursions with unstructured days, offering a deeper
Join Wheel & Anchor on a trip to two islands you’ll never forget. Part of that special North Atlantic breed of the island, they’ve got culture to spare alongside golden sand beaches, homegrown drinks, and a cuisine that has benefited from centuries of just enough isolation from Europe to make it unlike anything you’ve tried
Join Wheel & Anchor for two weeks in Cyprus, where we’ll split our time between Larnaca and Paphos—two coastal towns where archaeology, politics, and daily life all share the same streets. This is a chance to explore slowly, walk often, and stay long enough to notice what doesn’t announce itself. Click here to access the
Join Wheel & Anchor for seventeen days across China’s most storied cities — Beijing, Chengdu, Xi’an, and Shanghai — with four nights on the Yangtze River through the Three Gorges in between. From the Great Wall and the Terracotta Army to giant pandas in the mountains above Chengdu and a farewell dinner on the Bund,
Join Wheel & Anchor for a two-week exploration of Colombia, from Bogotá’s high-altitude markets to the coffee farms of Quindío, the hills of Medellín, and the Caribbean streets of Cartagena. We’ll meet growers, artists, and guides who show us the country through their eyes. This journey offers a grounded, thoughtful view of Colombia—one that rewards
Join Wheel & Anchor for a two-week journey through the Canary Islands, a region shaped by volcanic forces and a deep maritime history. We’ll start with seven nights in Tenerife, where Mount Teide dominates the skyline, coastal towns offer markets, cafés, and a mix of old and new influences. Then, we’ll spend a week on
Join Wheel & Anchor for a vibrant adventure through Morocco that begins in Casablanca and winds through the blue-washed streets of Chefchaouen, the artisan quarters of Fes, and the shifting sands of the Sahara Desert. Continue through the kasbahs and gardens of the Draa Valley before culminating in Marrakesh, where tiled courtyards, calls to prayer,
Join Wheel & Anchor to explore Portugal beyond the usual trail—from the tiled streets of Porto to the terraced vineyards of the Douro Valley and the volcanic beauty of the Azores. This journey blends wine, history, and exquisite Atlantic nature for a rich experience on both land and sea. Click here to access the web
Watch our webinar below as Gordon takes you through an overview and the highlights of our upcoming trips to some of the most beautiful and fascinating Christmas Markets that Europe has to offer. This trip is will be limited to a maximum of 18 members. If you’re interested in obtaining more details, we currently have
Join Wheel & Anchor for a two-week journey through Sicily, staying in three distinct regions: Ortigia, Trapani, and Cefalù. Rather than rushing from site to site, we’ll slow down and take the time to understand the island’s complex history, layered cultures, and varied landscapes. With visits to ancient ruins, coastal towns, mountain villages, and neighbourhood
