The most expensive holiday you can book today is a 26-day private jet trip led by Abercrombie & Kent founder Geoffrey Kent, priced at about $300,000 per person for departure on 14 October 2027. That is the top of a short list of round-the-world and multi-continent packages that cost $167,000 or more per traveler in 2026 and 2027. We ranked them by the per-person price the seller publishes, and we kept a separate section for the famous £988,000 trip that tried to visit every UNESCO World Heritage Site.
| Rank | Holiday | Price per person | Dates | Sold by |
|---|---|---|---|---|
| 1 | Hidden Horizons, 26 days, 4 continents | About $300,000 | 14 Oct to 8 Nov 2027 | Abercrombie & Kent |
| 2 | Timeless Encounters, 22 days | From $235,000 | 15 Apr to 6 May 2027 | Four Seasons |
| 3 | Uncharted Discovery, 21 days | From $234,000 | 20 Jan to 9 Feb 2027 | Four Seasons |
| 4 | International Intrigue, 21 days | From $230,000 | 3 to 23 Mar 2027 | Four Seasons |
| 5 | Grand Horizons, 24 days | From $229,000 | 31 Aug to 23 Sep 2026 | Four Seasons |
| 6 | Seven Continents by Private Jet, 28 days | $225,000 | 3 to 30 Jan 2028 | Abercrombie & Kent |
| 7 | Asia Unveiled, 16 days | From $167,000 | 11 to 26 Feb 2027 | Four Seasons |
| 8 | World cruise, 140 nights | From AU$134,030 (about US$87,000, our conversion) | 11 Jan to 1 Jun 2027 | Regent Seven Seas |
1. Hidden Horizons with Geoffrey Kent: about $300,000
Abercrombie & Kent announced this trip in October 2025. It runs 26 days, from 14 October to 8 November 2027, across four continents, with stops that include Algeria, Bulgaria, Ghana and Kazakhstan. The founder, Geoffrey Kent, leads it in person.
The aircraft is a Boeing 757 fitted with 50 lie-flat seats and an executive chef on board. A few dozen guests on a jet built for far more is what you are paying for: space, a private schedule and countries that most tour operators skip.
How we valued it: the per-person price quoted at the October 2025 announcement, which is stated as ‘about’ $300,000. It is an official price, not a sale, and the final invoice can differ with room choice.
2. Timeless Encounters 2027: from $235,000
This is Four Seasons’ original around-the-world itinerary in its 2027 form. It runs 22 days from 15 April to 6 May 2027, with stops that include Kona, Bora Bora, Sydney, Bali, Chiang Mai, Dubai, the Taj Mahal, Prague and London.
Four Seasons announced the 2027 line-up in May 2025. Every departure is capped at 48 guests, and every price is per person on double occupancy.
How we valued it: the starting price per person in the May 2025 announcement, double occupancy. Single travelers pay a supplement.
3. Uncharted Discovery 2027: from $234,000
Twenty-one days, 20 January to 9 February 2027. The route links Los Angeles, Tamarindo, Machu Picchu, Buenos Aires, Antarctica, Cartagena and Costa Rica, so it is the one on this list that reaches the polar south by air.
It is the longest-priced of the trips that start in January, and it costs only $1,000 less than Timeless Encounters despite a shorter list of cities.
How we valued it: the published entry fare, per person, from the same May 2025 release.
4. International Intrigue 2027: from $230,000
Three weeks, 3 to 23 March 2027, through Seattle, Kyoto, Hoi An, the Maldives, the Serengeti, Marrakech, Florence and Paris. The mix of safari, temples and European cities makes it the most varied of the Four Seasons trips.
How we valued it: the entry fare in the May 2025 release; no single-traveler supplement included.
5. Grand Horizons 2026: from $229,000
Grand Horizons was announced in 2024 as a new around-the-world trip for 2026. It ran 24 days from 31 August to 23 September 2026, from Napa Valley to Montreal, with stops that include Tokyo, Ha Long Bay, Istanbul, Milan and Mallorca. Four Seasons listed a solo supplement of $22,900.
It has already departed as of this update, so we keep it as the 2026 benchmark. The jet is operated by Titan Airways and the trip is sold and run with TCS World Travel.
How we valued it: the official starting price per person, double occupancy, on the Four Seasons trip page.
6. Seven Continents by Private Jet: $225,000
Abercrombie & Kent says this is the first private jet trip to touch all seven continents. It runs 28 days, 3 to 30 January 2028, and is priced at $225,000 per person on double occupancy. That is the price in the English-language announcement coverage; other markets quote it in local currency.
How we valued it: the per-person price in the company announcement, double occupancy. Treat the conversion into other currencies as approximate.
7. Asia Unveiled 2027: from $167,000
The cheapest of the Four Seasons jet trips is still a six-figure sum. Sixteen days, 11 to 26 February 2027, through Tokyo, Bali, Angkor Wat, Hoi An, Bhutan, the Maldives and Bangkok. The price works out to roughly $10,400 per day.
How we valued it: the entry fare in the May 2025 release. The daily figure is our arithmetic.
8. Regent Seven Seas world cruise 2027: from AU$134,030
The only ship on the list. Seven Seas Splendor sails 140 nights from Miami on 11 January 2027 and ends in New York on 1 June 2027. Suite fares at launch started at AU$134,030 per person, which we convert at roughly US$87,000. We list it last because that is a launch figure from the Australian market and the cabins at the top of the ship cost far more.
How we valued it: the launch fare per person in Australian dollars, converted by us at a rough rate. Check the current fare before you plan around it.
Priced by the night, not by the person
Some of the most expensive stays are sold per night rather than per trip, so they do not sit in the ranking above.
Skyview Regent Suite, Seven Seas Prestige: from $25,000 per night. The suite covers about 8,794 square feet over two levels, has two bedrooms and sleeps up to six. The ship’s maiden voyage leaves Barcelona on 13 December 2026 on a 14-night crossing to Miami, so that sailing alone works out to about $350,000 for the suite at the starting rate (our arithmetic). The fare includes a personal butler, a private car with driver and guide in each port, unlimited shore excursions and a welcome bottle of Dom Pérignon.
Necker Island exclusive use. Richard Branson’s private island in the British Virgin Islands has been quoted at about $118,500 per night for a full buy-out for up to 40 guests in 2024. We could not open a current 2026 buy-out rate, so treat that as a 2024 reference and ask the resort for a quote.
Not bookable: the £988,000 UNESCO trip
In 2013 the London travel firm Hurlingham Travel offered a two-year package to visit all 962 World Heritage Sites then listed, flying business class and staying in five-star hotels. Press reports at the time gave the price as about £988,000 to £990,000, roughly $1.5 million, and said two buyers had signed up. It would have been the most expensive holiday ever sold. We could not find the offer on sale today, so it sits here as history rather than in the ranking.
Records set in 2025 and 2026
The pricing ceiling moved sharply in this window. Four Seasons published its 2027 itineraries in May 2025 at $167,000 to $235,000, up from a 2026 top price of $229,000. Regent opened bookings for the $25,000-a-night Skyview Regent Suite in June 2025. In October 2025 Abercrombie & Kent put a roughly $300,000 price on Hidden Horizons, the highest per-person price of any jet trip we found.
What drives these prices
- Group size. Four Seasons caps each jet at 48 guests and Abercrombie & Kent fits 50 seats on a Boeing 757 that could carry far more. Empty seats are the product.
- Days in the air, not nights in a bed. Prices cluster between $9,000 and $10,500 per day on the Four Seasons trips, which tells you the jet is the cost, not the hotel.
- Access. A route that includes Antarctica, Bhutan or Kazakhstan needs permits and local fixers that cannot be bought at short notice.
- Founder hosting. The only trip above $250,000 on this list is the one led by the company founder.
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What is the most expensive holiday in the world?
The most expensive holiday we could verify as bookable is Abercrombie & Kent’s Hidden Horizons, a 26-day private jet trip departing 14 October 2027 at about $300,000 per person.
What is the most expensive holiday ever offered?
Reportedly, the 2013 Hurlingham Travel package to visit all 962 UNESCO World Heritage Sites over two years, priced at about £988,000 (roughly $1.5 million). We could not confirm that it is still on sale.
How much does a Four Seasons private jet trip cost?
The 2027 itineraries start at $167,000 to $235,000 per person on double occupancy, depending on the trip. The 2026 Grand Horizons started at $229,000.
Is a world cruise cheaper than a private jet trip?
Usually, yes. Regent’s 2027 world cruise on Seven Seas Splendor was launched from AU$134,030 per person, about US$87,000 by our rough conversion, for 140 nights.
What is the most expensive hotel stay for a night?
In this research, the Skyview Regent Suite at sea starts at $25,000 per night. A full buy-out of Necker Island was quoted at about $118,500 per night in 2024.
What is the cheapest holiday on this list?
The Regent world cruise, at roughly US$87,000 per person at its launch fare, followed by Asia Unveiled at $167,000.
How we put this list together
We ranked each holiday by the per-person price the seller publishes, double occupancy, and compiled the prices in an internal valuation model. Prices are approximate, can change by cabin or room, and move over time.
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Last updated: October 2026.
