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The 10 Best Anniversary Travel Destinations

Reviewed August 2026

3 min read·Updated Jun 2026

⏱ 3 min read📖 475 words📅 Jun 2026

An anniversary trip should feel like a celebration, not just a holiday. These ten destinations layer on romance — whether that means a caldera sunset, a private overwater villa or a slow gondola at dusk — for every style of couple.

1. Santorini, Greece

The whitewashed village of Oia delivers the most famous sunset in the Mediterranean, best watched with a glass of Assyrtiko from a private terrace. Stay in a cave suite carved into the caldera. Visit in May or September to dodge peak crowds and heat.

2. Kyoto, Japan

Stay in a traditional ryokan with a private cypress bath, dine on multi-course kaiseki, and stroll lantern-lit Gion after dark. Cherry-blossom season (early April) and autumn foliage (November) are the most romantic windows — and the most booked, so plan ahead.

3. The Amalfi Coast, Italy

Positano tumbling down to the sea is pure drama. Charter a small boat to the hidden coves, linger over long lunches of lemon and seafood, and watch the cliffs glow at golden hour. Late spring is warm without the August squeeze.

4. The Maldives

The gold standard for switching off: an overwater villa with a ladder straight into the lagoon, no schedule, no crowds. Many resorts arrange a private sandbank dinner. Go January to April for dry, sunny weather.

5. Paris, France

Timeless for a reason. Share pastries in a quiet courtyard, browse Le Marais, and end the night watching the Eiffel Tower sparkle on the hour. Skip the obvious dinner spots for a neighbourhood bistro the locals actually book.

6. Venice, Italy

Get up early, before the day-trippers, and the city is yours — just the lap of water and church bells. A sunset gondola is touristy and worth it anyway. Stay on a quieter island like Giudecca for calm nights.

7. Lake Como, Italy

Pastel villages, grand villas and gardens running down to the water. Take the slow ferry between Bellagio, Varenna and Menaggio, and book a lakeside dinner. Spring brings the gardens into bloom.

8. Marrakech, Morocco

Hide away in a riad — a courtyard house with a plunge pool and rooftop — then lose yourselves in the souks and the Majorelle Garden. A night in a luxury desert camp under the stars makes an unforgettable add-on.

9. Cartagena, Colombia

Colonial romance with Caribbean warmth: balconies dripping with bougainvillea, horse-drawn carriages at dusk, and rooftop bars over the old walls. Pair it with a couple of nights on the nearby Rosario Islands.

10. Bora Bora, French Polynesia

The honeymoon icon — a turquoise lagoon ringed by Mount Otemanu, snorkelling from your villa steps, and some of the most spectacular water on earth. It’s a splurge; go for a milestone and stay put.

Make it yours

The best anniversary trips aren’t the most expensive — they’re the ones built around what the two of you love, whether that’s food, water, mountains or simply uninterrupted time together.

Planning around the date? Valentine’s Day 2027 falls on Sunday 14 February, inside a Saturday 13 to Monday 15 three-day weekend. See the 12 best Valentine’s Day getaways for 2027, with the trade-offs named.