16 exotic hideaways where gypsetters escape the 9-5

Gypsetters are a breed of modern-day travelers who are reviving the free spirit of gypsies and combining that with the ease and convenience of air travel around the world to discover destinations and cultures that are new to them—both experiences that arguably can’t be had when you simply stay put.

The ’60s and ‘70s were a time of non-conformism for young people throughout the Western world. Thanks to a travel route established by British scientific explorers a decade before, hippies and young people flooded the Hippie Trail, which was a sometimes-treacherous but well-traveled route from Istanbul to India. This was when air travel was still relatively new.

En route, they did not stick to traditional hotels or typical tourist routes. Instead, they tried to interact as much as possible with each other and locals—treating their journeys as a cultural and spiritual adventure rather than a set of predetermined experiences. The glory days of the Hippie Trail came to an end in 1979. Since then, the Hippie Trail has lain dormant. Some countries have been cut off from the route and, for the most part, Western tourists.

There is something in the air today, as a new generation of young people are taking to the road and searching for a similar strain of non-conformism. Today, gypsetters are taking to the road, reviving the Hippie Trail. With airlines connecting all the major stops along the way, it’s faster and more convenient for the off-the-beaten-path traveler of today to set out along the Hippie Trail in search of adventure.

Fashionable boutique hotels with roots in natural surroundings and local culture have found their place among exotic destinations around the world. These destinations, and the gorgeous boutique hotels you’ll find there, are the epitome of chic luxury for the modern day gypsetters.

Ibiza

Yes, young students flock to Ibiza to party during the summer months. But these crowds, and the canned resort experiences that go with them, can be easy sidestepped if you delve into the hidden side of the island. Discover secret rocky coves, quiet villages and idyllic beaches, untouched by partygoers—a perfectly chic retreat for the modern day gypsetters.

Our favorite boutique hotels in Ibiza for gypsetters:

Pure House Ibiza – Relax in style at Pure House, where comfort in a unique, convivial environment is held in the highest regard.

Ibiza Zen – A converted farmhouse has become a chic bohemian paradise, convenient to the pulse of the island but far enough away to offer true tranquility.

Marrakech

This fashionable Moroccan city attracts chic travelers from all corners of the world, and the colors and styles you’ll see here are enough to feast on for your entire holiday. Nonstop people watching and shopping abound, set against a backdrop of colorful city streets with sophisticated charm. The boutique hotels here are among the best in the world.

Our favorite boutique hotels in Marrakech for gypsetters:

Talaa 12 – This traditional riad in the historical center of Medina has been renovated as a serene oasis in a vibrant, bustling destination.

El Fenn – Here, the traditional spirit of a Moroccan riad meets the colorful, contemporary attitude to create Marrakech’s funkiest boutique hotel.

Goa

Throughout the years, Goa has kept its unique identity as a beautiful Indian region, former Portuguese colony and cultural center for an international hippie movement. The beauty of the beaches, secluded forests and riverways are part of the natural beauty that defines Goa, as well as some of the best boutique hotels in all of India.

Our favorite boutique hotels in Goa for gypsetters:

Ashiyana – Escape to the eco-lodges or palm grove treehouses of Ashiyana for a stylish and spiritual retreat from your ever-busy life.

La Mangrove – Simple and natural, the tipi accommodations and riverside lounge of La Mangrove are only part of what this eco-hotel has to offer.

Lamu Islands

Off the eastern coast of Kenya, the Lamu Archipelago offers serene beauty as well as a secluded historical feel. The lengthy beaches and chic accommodations surrounding it make this the ultimate relaxation destination, and the picture-perfect quaintness of Lamu Town gives you that extra surreal feeling of stepping into the past.

Our favorite boutique hotels in the Lamu Archipelago for gypsetters:

The Majlis Hotel Lamu – Panoramic ocean views and exquisite “barefoot luxury” define this Manda Island boutique hotel.

The Red Pepper House – An encapsulation of a storied Swahili culture and breathtaking serenity, this is a charm-filled boutique hotel

Bali

Bali is a host for spirituality- and luxury-seekers alike. With its unparalleled pristine beaches and its soft and quiet spiritual soul, travelers can come for the unique cultural identity this destination has to offer or for some of the most gorgeous tropical landscapes visible to the human eye. Stay at one of the island’s distinct boutique hotels and you may never want to leave.

Our favorite boutique hotels in Bali for gypsetters:

The Sandat Glamping Tents is camouflaged in the rice fields, nestled in the natural and spiritual beauty of Bali.

Blue Karma – Among rice paddies and fruit trees rests this unique resort, ready for those looking to truly relax and let it all go.

Byron Bay

A bohemian paradise in the 1970s, Byron Bay has grown up, but it hasn’t lost its hippie roots completely. A laid back atmosphere and natural beauty are the defining characteristics of this chic destination along the east coast of Australia.

Our favorite boutique hotels in Byron Bay for gypsetters:

Halcyon House – A clean and eccentric vibe define this boutique hotel that offers bright colors and beach views—a paradise for the weary traveler.

The Atlantic Byron Bay – Styled to bohemian-surfer perfection, the Atlantic overlooks the rainforest and sits only steps from the ocean.

Tulum

Tulum, Mexico is a bright star shining just south of party-central Cancun. Its ancient beaches and tranquil ocean views that spread turquoise for miles make this a relaxing destination to be beat. The chic and beautiful travel here to soak up the golden sun rays as well as the simple happiness that resonates along the sandy beaches and cultured streets.

Our favorite boutique hotels in Tulum for gypsetters:

Coqui Coqui – The rustic feel of Mexican ruins greets and cools travelers, while the natural warmth of the Caribbean sun warms them right back up.

Papaya Playa Project – Sustainability and creative collaboration have come together in this Tulum retreat, with a unique identity along Mexico’s Caribbean coast.

Montauk

The furthest point east on Long Island, New York, stretching away from Manhattan, is the unassuming destination of Montauk. Among its Hamptons neighbors, this beach town has a more laid back vibe but upholds a distinguished sense of style with its quality restaurants and unique boutique hotels.

Our favorite boutique hotels in Montauk for gypsetters:

The Surf Lodge – Gathering together outdoors in a casual-chic atmosphere is the philosophy behind this unique Hamptons hotel.

The Montauk Beach House – This one’s a Downtown Montauk hotel that helps travelers rediscover the simple and social side of summer.

Today, gypsetters seek out the best in style and luxury all over the world, without limitations.
For boutique hotel lovers, there are no such things as boundaries.

Tell us: What are some of your favorite boutique hotels in these stylish destinations for gypsetters?