These 20 anniversary trip ideas run in milestone order, from a first anniversary in Kyoto to a sixtieth or later at Gleneagles. Each gives the nights, the transfer and the property's private evening. Most quote on request; published rates are in the property's own currency and change.
If you'd rather hand it over, a Wedded Advisor arranges trips like these through Wedded Concierge, including family flying in.
These five fit four or five nights, with no seaplane or light aircraft. Three are city stays where dinner is the evening, in Paris, Florence and Mexico City, and two are quieter: a ryokan reached by boat in Kyoto and a floating cabin in Lapland. Book the private evening for your second or third night, never the night you arrive.
Hoshinoya Kyoto is a 25-room ryokan reached by boat, and its anniversary plan includes Karakami card making and sake:
Best for: a first anniversary inside a five-night Japan trip.
The private evening: in-room shabu-shabu, from JPY 20,000 per person.
Nights: two or three.
Getting there: about 85 minutes from Kansai Airport on the JR Haruka, then the hotel boat.
Good to know: the plan is JPY 10,744 per party plus tax and service, booked five days ahead and hosted in Japanese.
Four Seasons Hotel George V, Paris suits a dinner-led anniversary, with three Michelin stars at Le Cinq under chef Christian Le Squer:
Best for: a first or second anniversary.
The private evening: dinner at Le Cinq.
Nights: three or four.
Getting there: a car from Charles de Gaulle or Orly.
Good to know: see our France destination guide.
Villa San Michele, A Belmond Hotel, Florence is a 15th-century monastery in Fiesole with under 40 rooms, open for the season until 3 January:
Best for: a third anniversary.
The private evening: none is published, so ask what can be laid for two in the gardens.
Nights: four.
Getting there: a complimentary shuttle runs to the city centre.
Good to know: the gardens are terraced, so ask for a room near the restaurant.
Hotel Círculo Mexicano puts 25 rooms in a 19th-century building, with chef Enid Vélez cooking on the rooftop:
Best for: a fifth anniversary built on food and design.
The private evening: a private dinner; ask for the rooftop.
Nights: four or five.
Getting there: a car from the airport to the historic centre.
Good to know: 18 rooms have a skylit patio; no access statement is published.
Arctic Bath has 12 cabins, six of them floating Water cabins:
Best for: a fifth anniversary around snow or the midnight sun.
The private evening: the outdoor Arctic Fireside Table, SEK 2,795 per person; ask whether it can be just you.
Nights: three or four.
Getting there: about 85 km from Luleå airport, by car or helicopter.
Good to know: winter runs mid-November to mid-April, the midnight sun late May to mid-July.
These six suit a week or more of leave. Three are built around wine and food, at Rosewood Cape Kidnappers, Delaire Graff and Passalacqua, and three are slower: a Hakone ryokan, tea country in Sri Lanka and an island inn off Newfoundland. The shorter stays pair well with a second stop, such as Gora Kadan after Kyoto.
At Gora Kadan, meals are "generally served in your guest room":
Best for: a tenth anniversary, paired with Kyoto.
The private evening: kaiseki in your room, with a drink and a framed photo for an anniversary.
Nights: two, inside a longer trip.
Getting there: the hotel collects you from Gora Station.
Good to know: no room is fully wheelchair-accessible, though rails and bath chairs are available.
Rosewood Cape Kidnappers sets 22 cottage suites and villas on a working farm, with a private wine cellar:
Best for: a tenth anniversary around wine.
The private evening: private dining for two, or Meet the Maker in the cellar on Fridays from December to March.
Nights: four or five.
Getting there: about 45 minutes by road from Napier Airport.
Good to know: cancellation charges start 90 days out from October to April, except 20 December to 10 January, which is charged in full from 1 August.
Delaire Graff Estate publishes its rates, and each lodge has a private heated pool:
Best for: a tenth to twentieth anniversary around wine.
The private evening: The Vinoteque, "an intimate dining and wine tasting room"; ask whether it can be set for two.
Nights: three or four.
Getting there: about 50 minutes from Cape Town International.
Rate: ZAR 42,500 to 54,000 per lodge per night in high season, with breakfast.
Good to know: 50% is charged inside 30 days, and 100% inside 14.
Ceylon Tea Trails is five planters' bungalows with 27 rooms, and you can book a whole bungalow:
Best for: a tenth to twentieth anniversary.
The private evening: a dinner you plan with the chef, served by your butler.
Nights: three or four, inside about eight in Sri Lanka.
Getting there: 3.5 to 4 hours by road from the airport.
Good to know: rain is common in the highlands, so pack a waterproof.
Fogo Island Inn has 29 rooms and suites and hosts anniversary gatherings:
Best for: any milestone from the tenth.
The private evening: none is published, so ask what can be served in your room.
Nights: three minimum, four recommended.
Getting there: fly into Gander, drive about an hour, then a 45-minute ferry.
Good to know: stays are full board, and the Inn opens from about 1 April to 1 November.
Passalacqua is an 18th-century villa with 24 rooms and suites; its four Casa al Lago rooms can be taken for exclusive use:
Best for: a tenth to twentieth anniversary.
The private evening: chef Viviana Varese's dinner on the candlelit terrace or in the frescoed Sala Ovale.
Nights: three or four.
Getting there: about 48 minutes by car from Milan Malpensa, or an hour from Linate.
Good to know: see our Lake Como guide.
The first four are remote, and none names a doctor or hospital on its own pages, so ask. Each ends with a seaplane, a short flight or a transfer you confirm with the property, so plan a week or more and keep the anniversary dinner away from your arrival day. The fifth, the Venice Simplon-Orient-Express, is one night on board inside a week in Paris or Venice.
Landaa Giraavaru has the Four-Bedroom Landaa Estate for when the children join:
Best for: a twenty-fifth, with family for the second half.
The private evening: the Mid-Ocean Table for Two, candlelit on a floating platform in the lagoon.
Nights: seven to ten.
Getting there: about 35 minutes by seaplane from Velana Airport.
Good to know: halal dining isn't stated, so ask.
North Island has 11 villas, and the whole island can be taken for exclusive use by enquiry:
Best for: a twenty-fifth or thirtieth.
The private evening: a picnic on Honeymoon Beach, or champagne by a bonfire at The Cross at Spa Hill.
Nights: seven or more.
Getting there: via Mahé; ask the island for the current transfer.
Good to know: halal dining and access aren't published, so ask.
The Brando has 35 private villas and a three-bedroom residence on Tetiaroa:
Best for: a thirtieth to fortieth.
The private evening: a table for two at the water's edge.
Nights: eight or more, given the flights.
Getting there: about 20 minutes on Air Tetiaroa from Faa'a.
Good to know: One Bedroom villas come with a beach wheelchair.
Angama Mara is the only property here that publishes an anniversary ceremony, at sunset with a Maasai blessing:
Best for: a twenty-fifth to fortieth, or a vow renewal.
The private evening: "A Picnic Just for Two" on the Out of Africa kopje.
Nights: four in camp, inside about eight in Kenya.
Getting there: a scheduled flight from Nairobi, 45 minutes to 1 hour 15 minutes.
Rate: USD 1,950 to 2,950 per person per night in 2027, all-inclusive, plus park fees.
Good to know: Patty's Tent has ramps and grab rails; see our safari and island guide for timing.
On the Venice Simplon-Orient-Express, the train is the hotel:
Best for: a twenty-fifth to fortieth, inside a week in Paris or Venice.
The private evening: your Suite or Grand Suite after dinner.
Nights: one on board, arriving in Venice the next afternoon.
Getting there: board in Paris.
Rate: Paris to Venice from EUR 4,510 in a Historic Cabin (2027).
Good to know: send mobility needs to reservations.vso@belmond.com first.
Each of these four publishes an access statement. Most keep the last leg short, from a 15-minute car from the station at Royal Champagne to a station under two minutes from Gleneagles. Confirm the step-free route to the room and the restaurant in writing before you pay a deposit.
Villa La Coste has 31 suites and says it "is accessible to people with reduced mobility", with stair-free suites and lifts:
Best for: a fiftieth, or when one of you walks with a stick.
The private evening: dinner at Louison, chef Florent Pietravalle's restaurant.
Nights: four.
Getting there: about 45 minutes from Marseille Provence airport or 30 from Aix-en-Provence TGV.
Good to know: confirm the step-free route to Louison in writing.
Royal Champagne has 47 rooms and suites, and private rooms for 10 to 60:
Best for: a fiftieth or sixtieth with children and grandchildren.
The private evening: a family lunch in a private room, or a butler-set vineyard picnic.
Nights: two or three.
Getting there: 40 minutes by train from Paris Gare de l'Est, then a 15-minute car transfer.
Good to know: Le Royal, with one Michelin star, serves dinner Tuesday to Saturday.
Ashford Castle has 83 rooms, and its two-night A Sense of Occasion stay includes a five-course dinner:
Best for: a fiftieth.
The private evening: Squire Danagher's, "a private dining experience".
Nights: two or three.
Getting there: chauffeur transfers for two cost EUR 225 one way from Knock or Galway.
Good to know: there is "one fully accessible room", so book it first if you need it.
Gleneagles suits a sixtieth because its station, step-free with lifts, is "under two minutes away":
Best for: a sixtieth and beyond, with family from several cities.
The private evening: a personalised picnic, or dinner at two-Michelin-star Restaurant Andrew Fairlie.
Nights: two or three.
Getting there: about an hour from Edinburgh or Glasgow airports; the station lists no staff help, so book the hotel's transfer.
Good to know: the Loch Turret lodge has 1,000 mm doors and its living space on one level.
Plan the dates with your obstetrician or midwife, and with your fertility clinic after IVF. The NHS says many women find mid-pregnancy, between four and six months, the best time to travel, and that journeys over 4 hours carry a small risk of blood clots.
Read the list this way:
The easier choices: items 2, 3, 11, 17 and 18, with no seaplane, ferry or long drive at the end.
Leave for a later anniversary: items 12 to 15, all remote.
Zika: the NHS and the CDC advise against travel to Zika-risk areas, so check each destination on your government's health page.
Heat: saunas, onsen and hot tubs raise body temperature, so ask before booking items 5 and 6.
Insurance: ask the insurer in writing whether it covers premature birth, changing your return date and an IVF pregnancy, and the week its cover ends.
Email these before you pay a deposit:
Is the route step-free to the room and the restaurant, and is there a walk-in shower with a seat?
Is all meat halal-certified, including villa dining and any private chef?
Is there a doctor on site or on call, and how far is the nearest hospital?
Will staff keep the occasion low-key, with no cake or singing unless you ask?
What is the wet-weather plan for an outdoor dinner?
Will a holiday such as Ramadan change restaurant hours on your dates?
Can the dates move if your health or plans change?
What does the private evening serve a guest who isn't drinking?
Get every answer in writing from one named person, with one email address on the booking so a surprise holds.
Spicers Vineyards Estate in Pokolbin is the closer-to-home pick. It has 12 rooms in the Hunter Valley, Restaurant Botanica and private sommelier tastings, and refunds in full 14 or more days out.
Qantas asks for a doctor's or midwife's letter after 28 weeks and, on flights of four hours or more, carries a single pregnancy to the end of week 36, or week 32 for twins. Virgin Australia also asks for a letter from 28 weeks. NSW autumn school holidays in 2027 run 12 to 23 April; check Smartraveller for your destination.
From Dubai, Emirates flies nonstop to Malé in 4 hours 10 minutes and to Mahé and Colombo in 4 hours 25. Emirates asks for a doctor's or midwife's certificate from week 29 and doesn't fly you from week 37, or week 33 for twins; a complicated pregnancy needs a MEDIF at least 48 hours before the flight. Etihad sets similar weeks. Emirates notes that some countries restrict entry for pregnant non-nationals.
If your child stays with family, stay closer: Banyan Tree AlUla has tented pool villas with private chefs, and Six Senses Southern Dunes, The Red Sea has a prayer room, plus connecting rooms if they come. Check entry on the Saudi eVisa portal. Ramadan 2027 is expected to begin around 8 February (The National).
From London, the Eurostar reaches Paris in about 2 hours 16 minutes, putting items 2, 16 and 18 inside a long weekend; 3, 11, 17 and 19 are a short flight. Eurostar sets no pregnancy restrictions, so rail is the easier route after week 28. Gleneagles is "just over five and a half hours" by direct train from King's Cross. Nearer home, Cliveden House in Berkshire has two ground-floor rooms with level entry.
From New York, Paris is about seven hours nonstop on Air France, Mexico City about 5 hours 20 minutes on Aeromexico and Nairobi about 13 hours 45 minutes on Kenya Airways. The CDC notes that some airlines fly you until 36 weeks and others stop earlier, so check your carrier and raise any long flight with your OB. Closer to home, Blackberry Farm in Tennessee has fireplaces in its Hill Cottages, meals included from dinner on arrival and a three-night minimum. Check travel.state.gov before you go.
Through Wedded Concierge, your Wedded Advisor is your single point of contact for the trip and anyone joining it, including their travel, accommodation and payments in other currencies. At Four Seasons Hotel George V, Landaa Giraavaru and Rosewood Cape Kidnappers, Wedded Privileges add breakfast, credits or upgrades where available.
If you only want the shortlist, start with a 60-minute Wedded Consultation.
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