Luxury Anniversary Trips

The best anniversary trips

Perhaps you met in a moody downtown bar in the city you call home. Maybe it was on a semester abroad in a year that started with a “1”. Whatever your origin story, we’ve spent a lot of time thinking about the right way to fuse travel with love’s most important milestones.

We’re not saying that a dinner reservation won’t cut it, but we are saying that we can give you a reservation that won’t end when you get the check. For a personal, private, and artfully managed moment for your hearts, we’re here whenever you need us.

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What makes a Black Tomato anniversary trip?

Multigenerational Anniversary Celebrations

An anniversary isn’t always just a couple’s occasion. Many of our travellers mark their milestones by bringing the whole family together. From a private villa on Lake Como to a family safari in the Serengeti, we handle every detail so you can focus on what matters.

Our multi-generational Trips

Landmark Anniversary Trips for Couples

For couples celebrating a significant milestone, a luxury anniversary trip offers the chance to celebrate in genuinely unforgettable style. From a private ryokan in Kyoto to a candlelit dinner on the Amalfi Coast, we design tailor-made itineraries that feel as significant as the years you’re celebrating.

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Places to Travel for Your Anniversary

Italy

Italy was made for love – and that’s why so many of our travellers set their hearts on Lake Como, Tuscany, and the Amalfi Coast. Long lunches, wine tastings, private boat trips, and pretty clifftop villages set the mood to perfection.
Take me there

Greece

There’s something incomparably mythological about Greece. Quiet coves in the Cyclades, after-hours through the Acropolis, and golden sunsets on Santorini. It feels timeless – just like your love.
Take me there

New Zealand

New Zealand brims with energy – and we can’t think of a better place to slow down, press pause, and recharge. Glaciers, vineyards, and surf-beaten coasts will fill your days. You can leave your nights to the stars.
Take me there

Borneo

The world’s oldest rainforest knows something about staying power. It’s raw, unfiltered, and unbelievably biodiverse. Track orangutans in Sepilok, sail by riverboat along the Kinabatangan corridor, and dive off the coast of Sipadan. It’s good to let nature do the talking.
Take me there

Turkey

There’s a special light in Istanbul. It breathes life into the flowers of the TK and bathes the city's minarets with golden heat. Beyond it, there’s the extraterrestrial landscapes of Cappadocia and the rambling ruins and easygoing coastlines of the Turquoise Coast. Everything feels bigger here. Especially love.
Take me there

Japan

From Tokyo, the bullet train moves fast – but Kyoto moves slowly. Tea ceremonies, temples, blossoms, and lanterns will have you falling in love all over again. By night, it’s about ryokan stays and kaiseki dinners – for something, private, special, and supremely unforgettable.
Take me there

Tanzania

The silence of a safari dawn. Coffee in hand, the soft orb of the rising sun. This is the kind of quiet intimacy that’s so hard to squeeze into everyday life. From here, we love Zanzibar. Spice-scented, seafood, and softly tumbling surf. This is how to shut the world off, for a while.
Take me there

Hawaii

Maui beaches, Kauai volcanoes. Hawaii’s energy comes from how much “bigness” is squeezes into so little land. Come here to swim, to island-hop, to snorkel, to trek – leaving plenty of golden sunsets to walk hand in hand.
Take me there

France

Paris could be the world’s capital of romance. This is all about after-hours at the Louvre and nighttime boating along the Seine. In the south, it has to be the lavender of Luberon and the old-world glamour of the French Riviera. It makes hearts beat fast.
Take me there

South Africa

Sundrive game drives, breakfast in the bush, wine pairings in Franschhoek, and the beaches of Cape Peninsula set a gentle pace in South Africa – and make the perfect conditions to reflect and connect.
Take me there

Plan Your Anniversary Trip

Every anniversary trip we create is entirely tailor-made. Get in touch with our travel experts to start planning yours — whether you’re celebrating as a couple, with family, or across generations.