Which Four Seasons Should I Book?

Which Four Seasons Should I Book? Personalized Recommendations for Every Travel Style

Choosing the right Four Seasons can feel like a luxury problem—but a problem nonetheless. With more than 100 iconic properties worldwide, each designed with a distinctive personality, unique setting, and curated experiences, travelers often ask the same question:

“Which Four Seasons should I book?”

As a travel advisor who books this brand daily—from VVIP yacht arrivals to milestone vacations—I’ve noticed that the best property isn’t always the most expensive or the most famous. The right Four Seasons depends entirely on your travel style, priorities, seasonality, and the experience you want to walk away with.

Why It Matters: Not All Four Seasons Are the Same

The Four Seasons brand is globally consistent in service—but intentionally inconsistent in style.

You’ll find:

  • Urban hotels with world-class dining

  • Beach resorts with private villas

  • Safari camps

  • Mountain retreats

  • Island sanctuaries

  • Newly launched Four Seasons Yachts

So, before we dive into specific recommendations, start with two quick questions:

  1. What’s the purpose of your trip? (Luxury city break? Family beach? Romance? Wellness?)

  2. How do you like to travel? (High-energy adventures, slow luxury, cultural immersion, or full privacy?)

Once those are clear, the perfect Four Seasons practically selects itself.

Best Four Seasons for Beach Lovers & Island Escapes

If your ideal vacation means ocean breezes, overwater cocktails, and private-villa living, these are the Four Seasons properties that consistently rank as the brand’s island royalty.

1. Four Seasons Bora Bora — Best for Dream-Honeymoon Luxury

If there were a global ranking for “most recognizable overwater bungalows,” Bora Bora would be on top. This is the quintessential bucket-list Four Seasons.

Best For: Honeymooners, VIP romance, drone-worthy photoshoots
Why Book:

  • Iconic turquoise lagoon

  • Overwater villas with direct access to the water

  • World-famous service and privacy

  • Amazing for milestone trips

Insider Tip: Upgrading to an Overwater Bungalow with Plunge Pool is always worth it.

2. Four Seasons Maldives (Landaa Giraavaru or Kuda Huraa) — Best for Aquatic Adventure

The Maldives has two Four Seasons properties plus a private yacht, creating the perfect “island-hopping-without-effort” experience.

Best For: Snorkeling, diving, family-friendly luxury, or wellness
Why Book:

  • UNESCO Biosphere Reserve lagoon

  • Some of the most impressive marine biology programs in the world

  • Legendary spa and Ayurvedic retreats

  • Multi-island combinations available

Insider Tip: Combine Landaa Giraavaru + Four Seasons Explorer Yacht for a next-level itinerary.

3. Four Seasons Maui at Wailea — Best for Hawaii Resort Glamour

This resort is an industry favorite for good reason—think: oceanfront elegance, perfect weather, and cinematic sunsets.

Best For: Families, couples, celeb-style pool days
Why Book:

  • Prime location in Wailea

  • Amazing restaurants

  • Spacious rooms and suites

  • Newly refreshed pool experience

Insider Tip: Book the Club Level for private lounge access and exclusive service.

Best Four Seasons for Families

Some properties are practically designed around stress-free family travel. Wide suites, kids' clubs, easy dining, and endless activities make these standout choices.

4. Four Seasons Orlando at Walt Disney World — Best for Multi-Generational Trips

This is Four Seasons magic meets Disney magic.

Best For: Kids of all ages, large families, multi-generational travel
Why Book:

  • The best luxury hotel in Orlando, hands down

  • Private Disney character breakfasts

  • One of the best lazy rivers in the U.S.

  • Amazing suite inventory for families

Insider Tip: Book early—summer and holiday seasons sell out months in advance.

5. Four Seasons Punta Mita — Best for Beach Families with Activities

A consistent favorite for its laid-back luxury and incredible Pacific coastline.

Best For: Families, surfers, ocean lovers
Why Book:

  • FS typically ranks this as one of their top customer-satisfaction resorts

  • Amazing kids and teen clubs

  • Excellent villa options

  • Beautiful beaches + water sports

Insider Tip: The Oceanfront Casitas are some of the best accommodations in the region.

6. Four Seasons Jackson Hole — Best for Outdoor & Mountain Adventures

This is a year-round dream for families who thrive on nature.

Best For: Ski holidays, hiking, summer parks
Why Book:

  • Unbeatable access to Grand Teton National Park

  • Ski-in/ski-out

  • Fantastic wildlife experiences

  • Beautiful rooms with mountain views

Insider Tip: Summer is just as popular—book early!

Best Four Seasons for Couples & Romance

If your focus is privacy, incredible scenery, and luxurious accommodations, these romantic Four Seasons properties are unmatched.

7. Four Seasons Kyoto — Best for Slow, Cultural Luxury

Kyoto’s energy paired with Four Seasons serenity creates a truly intimate escape.

Best For: Couples, cultural travelers, food lovers
Why Book:

  • Stunning historic garden

  • Luxurious contemporary design

  • One of the best ryokan-inspired suites in Japan

  • Amazing spa and wellness

Insider Tip: Visit in spring or fall for golden lighting and fewer crowds.

8. Four Seasons Seychelles — Best for Tropical Privacy

This resort is known for its romantic hillside villas overlooking the Indian Ocean.

Best For: Honeymooners, secluded escapes
Why Book:

  • Villas with private pools

  • Insane views

  • Soft sand beaches

  • Excellent privacy

Insider Tip: The Serenity Villas are among the best honeymoon suites in the world.

9. Four Seasons Bali at Sayan — Best for Spiritual & Wellness Travel

This is one of the most iconic jungle resorts on earth.

Best For: Wellness, spirituality, yoga, couples
Why Book:

  • Award-winning architecture

  • Jungle tranquility

  • Incredible wellness experiences

  • One-of-a-kind villa designs

Insider Tip: Try the “Day in the Life of a Balinese Farmer” experience.

Best Four Seasons for Food & Culture Lovers

If high-end dining, Michelin-level experiences, and art are your priorities, these city Four Seasons properties deliver.

10. Four Seasons George V, Paris — Best for Culinary Excellence

Three Michelin-starred restaurants under one roof. Enough said.

Best For: Gastronomy, fashion, luxury city breaks
Why Book:

  • Legendary dining

  • Iconic location near Champs-Élysées

  • Stunning floral displays

  • Parisian glamour at its finest

Insider Tip: Book well in advance for Le Cinq.

11. Four Seasons Madrid — Best for Architecture & History

One of the brand’s most impressive European transformations.

Best For: Urban explorers, shopping, culture
Why Book:

  • Set within seven restored historic buildings

  • Spectacular spa

  • Easy access to all of Madrid’s major attractions

  • Beautiful suites blending old-world and modern design

Insider Tip: The rooftop terraces are among the best in the city.

12. Four Seasons Bangkok at Chao Phraya River — Best for Design & Nightlife

A destination in itself.

Best For: Foodies, design enthusiasts, nightlife lovers
Why Book:

  • One of the most stylish FS properties globally

  • Incredible riverfront location

  • Great restaurant collection

  • Often unbeatable value for a world-class city resort

Insider Tip: Book riverside rooms for golden-hour views.

Best Four Seasons for Adventure & Nature

These Four Seasons properties are built for travelers who want more than a lounge chair.

13. Four Seasons Costa Rica at Peninsula Papagayo — Best for Eco-Luxury Adventure

The ultimate luxury meets nature experience.

Best For: Active travelers, surfers, adventure lovers
Why Book:

  • Top-tier golf

  • Ziplining, surfing, hiking

  • Gorgeous beaches

  • Beautiful modern rooms and villas

Insider Tip: The Canopy Suites offer incredible jungle views.

14. Four Seasons Safari Lodge Serengeti — Best for Wildlife Enthusiasts

Luxury and safari rarely blend this seamlessly.

Best For: Adventure, wildlife, bucket-list trips
Why Book:

  • Elevated walkways overlooking wildlife

  • World-class guides

  • Beautiful rooms and villas

  • Fantastic pool overlooking an elephant watering hole

Insider Tip: Combine with Four Seasons’ other African properties for a full circuit.

Best Four Seasons for Urban Luxury & Business Travel

If you want luxury combined with convenience, these properties excel with service, dining, and city-center access.

15. Four Seasons New York Downtown — Best for City Chic

Sleek, modern, and perfectly located.

Best For: Business travelers, weekend luxury stays
Why Book:

  • Steps from Tribeca and Soho

  • Excellent spa and rooms

  • Quiet, refined, perfect for privacy

Insider Tip: Suite inventory here is especially strong for long stays.

16. Four Seasons London at Ten Trinity Square — Best for History Meets Luxury

A beautifully restored landmark with an unbeatable location.

Best For: Business travel, culture, shopping
Why Book:

  • Minutes from Tower of London

  • Gorgeous spa

  • Exceptional suites

  • Very private, elegant vibe

Insider Tip: The private club experience is fantastic if you can access it.

Best Four Seasons for Yachting & Ultra-Luxury Travel

A completely new category: Four Seasons Yachts, debuting with the first vessel launching soon, creating an entirely new dimension of luxury travel.

17. Four Seasons Yacht Experience — Best for High-Net-Worth Travelers Seeking Exclusivity

The future of ultra-luxury cruising.

Best For: VVIP travel, milestone celebrations, luxury explorers
Why Book:

  • Extremely high crew-to-guest ratio

  • Stunning suites and residential-style accommodations

  • Elevated dining and shore experiences

  • Small ports inaccessible to traditional cruise ships

Insider Tip: Book early—inventory is extremely limited.

So, Which Four Seasons Should You Book?

Here’s a quick personalization snapshot:

  • Honeymoon: Bora Bora, Seychelles, Bali Sayan

  • Families: Orlando, Punta Mita, Jackson Hole

  • City luxury: Paris George V, Madrid, London Ten Trinity

  • Wellness: Kyoto, Maldives Landaa Giraavaru

  • Adventure: Costa Rica, Serengeti

  • Island relaxation: Maui, Seychelles

  • Yachting: Four Seasons Yacht Collection

If you want true personalization, consider your travel style, dates, and logistics. A family of five traveling in July has different needs than a couple planning a February escape.


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