Sojourn

Southern Italy Amalfi & Puglia

Southern Italy: Amalfi & Puglia – March 31, 2028

March 13 to April 3, 2028

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.

Andalusian Sojourn

Andalusian Sojourn – March, 2028

March 26 to April 8, 2028

Join Wheel & Anchor for an in-depth journey through Andalusia, Spain’s southern crossroads of culture, faith, and design. From Seville to Córdoba and Málaga, explore Moorish palaces, Roman ruins, and whitewashed towns. This immersive two-week itinerary includes sherry tastings, flamenco, and time to absorb the region’s complex, layered history.

Southern Italy Amalfi & Puglia

Southern Italy: Amalfi & Puglia – March 24, 2028

March 24 to April 7, 2028

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.

Sicily Sojourn – March, 2028

March 8 to 23, 2028

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 markets, this is a grounded exploration of Sicily from the inside out.

Colombian Sojourn-heading

Colombian Sojourn – January, 2028

January 27 to February 10, 2028

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 curiosity and time spent wandering and wondering.

Southern Italy Amalfi & Puglia

Southern Italy: Amalfi & Puglia – October, 2027

October 19 to November 2, 2027

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.

Southeast Asia Sojourn

Southeast Asia Sojourn – October, 2027

October 18 to November 5, 2027

Join Wheel & Anchor for the trip that will not only show us but also help us get a handle on this immensely popular but still ill-understood part of the world. We’ll go beneath the surface to discover not only how the nations differ from each other, but how the regions within these nations have developed differently to offer the panoply of food, clothing, architecture, and street life that they do.

Andalusian Sojourn

Andalusian Sojourn – October, 2027

October 16 to 29, 2027

Join Wheel & Anchor for an in-depth journey through Andalusia, Spain’s southern crossroads of culture, faith, and design. From Seville to Córdoba and Málaga, explore Moorish palaces, Roman ruins, and whitewashed towns. This immersive two-week itinerary includes sherry tastings, flamenco, and time to absorb the region’s complex, layered history.

Tuscany & San Marino

Tuscany & San Marino – October, 2027

October 4 to 17, 2027

Join Wheel & Anchor for a two-week exploration of Tuscany and San Marino, from Florence’s cathedrals and galleries to the hill towns of Montepulciano and Pienza. We’ll visit smaller cities like Arezzo and Cortona, walk through San Gimignano and Siena, and spend time in a winery where the cheeses and wines come from the same estate. The trip finishes in the tiny country of San Marino and the town of Santarcangelo, with a hands-on pasta-making class and views across the Adriatic.

A Peruvian Sojourn: From Coast to the Amazon – September, 2027

September 28 to October 13, 2027

Join Wheel & Anchor for an immersive journey through Peru, from the Pacific coast to the Amazon basin. Discover the country’s extraordinary geography, ancient sites, and cultures across Lima, Arequipa, the Sacred Valley, and Cusco, with optional time in Paracas and the rainforest for an even deeper experience.

Burgundy Culinary Experience

Burgundy Culinary Experience – September, 2027

September 25 to October 4, 2027

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 savour regional specialties, gaining a deeper understanding of France’s culinary traditions than one could achieve on their own.

Castles of Poland Sojourn

Castles of Poland Sojourn – September, 2027

September 13 to 30, 2027

Join Wheel & Anchor to explore Poland through its castles and historic towns. At the heart of Europe, this country has been shaped by centuries of shifting borders and rulers. Come with us to discover Gothic fortresses, Renaissance palaces, and medieval cities that reveal Poland’s complex history and enduring culture.

Scandinavian Capitals

Scandinavian Capitals – June, 2027

June 11 to 23, 2027

Join Wheel & Anchor to explore the capitals of Scandinavia during the season of the midnight sun. We’ll walk historic harbours, cross the Baltic by ferry, and follow the solstice to Helsinki. Optional days in Estonia bring time to explore Lahemaa’s forests and Tallinn’s market stalls.

Tuscany & San Marino

Tuscany & San Marino – April, 2027

April 7 to 20, 2027

Join Wheel & Anchor for a two-week exploration of Tuscany and San Marino, from Florence’s cathedrals and galleries to the hill towns of Montepulciano and Pienza. We’ll visit smaller cities like Arezzo and Cortona, walk through San Gimignano and Siena, and spend time in a winery where the cheeses and wines come from the same estate. The trip finishes in the tiny country of San Marino and the town of Santarcangelo, with a hands-on pasta-making class and views across the Adriatic.

Andalusian Sojourn

Andalusian Sojourn – April, 2027

April 1 to 15, 2027

Join Wheel & Anchor for an in-depth journey through Andalusia, Spain’s southern crossroads of culture, faith, and design. From Seville to Córdoba and Málaga, explore Moorish palaces, Roman ruins, and whitewashed towns. This immersive two-week itinerary includes sherry tastings, flamenco, and time to absorb the region’s complex, layered history.

Sold Out-Southern Italy

Southern Italy: Amalfi & Puglia – March, 2027

March 29 to April 12, 2027

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.

Southern Italy Amalfi & Puglia

Southern Italy: Amalfi & Puglia – March, 2027

March 22 to April 5, 2027

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.

Sicily Sojourn

Sicily Sojourn – March, 2027

March 12 to 27, 2027

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 markets, this is a grounded exploration of Sicily from the inside out.

Sicily Sojourn

Sicily Sojourn – March, 2027

March 5 to 20, 2027

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 markets, this is a grounded exploration of Sicily from the inside out.

Colombian-Sojourn

Colombian Sojourn – February, 2027

February 6 to 20, 2027

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 curiosity and time spent wandering and wondering.

Sold Out-Southern Italy

Southern Italy: Amalfi & Puglia – October 19, 2026

October 19 to November 2, 2026

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.

Sold Out-Andalusia

Andalusian Sojourn – October, 2026

October 16 to 30, 2026

Join Wheel & Anchor for an in-depth journey through Andalusia, Spain’s southern crossroads of culture, faith, and design. From Seville to Córdoba and Málaga, explore Moorish palaces, Roman ruins, and whitewashed towns. This immersive two-week itinerary includes sherry tastings, flamenco, and time to absorb the region’s complex, layered history.

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