Ashley Olano

Pyramids of Giza & The Sphinx

Bucket list travel means different things to different people—but whether it’s exploring ancient wonders, sailing past glaciers, or relaxing in an overwater villa, these are the trips that leave a lasting imprint. I help clients experience these extraordinary destinations with comfort, confidence, and meaning—balancing logistics with immersive, personalized moments.

Below are some of the destinations I’ve personally visited or planned extensively, along with the kinds of experiences I help bring to life:

Egypt

Egypt is one of the most awe-inspiring destinations I plan—and one I’ve explored firsthand. I work with trusted on-the-ground partners to arrange:

• VIP private access to the paws of the Sphinx
• Expert-led tours of the Pyramids, Valley of the Kings, and Abu Simbel
• Luxury Nile sailings between Luxor and Aswan
• Hot air balloon rides at sunrise over Luxor
• Seamless itineraries combining history, culture, and rest

Morocco

Morocco is layered, vibrant, and unforgettable—a favorite of mine I’ve visited multiple times. My itineraries blend style with cultural depth and include:

• Private experiences in Marrakech’s souks and medinas
• Moroccan tea with Berber families in the Atlas Mountains
• Luxury desert glamping and camel treks
• Cooking classes and artisan visits
• Hand-selected riads and kasbahs that reflect the region’s heritage
• Add-ons like Fes’s leather tanneries or the blue city of Chefchaouen

Maldives

The Maldives offers barefoot luxury at its finest. I help clients plan indulgent stays here, often pairing with Dubai or Sri Lanka. Services include:

• Choosing the right island and resort (villa style, diving, spa, etc.)
• Booking overwater or beach villas with VIP perks
• Coordinating seaplane and boat transfers
• Designing multi-stop itineraries that balance rest and discovery

South Africa

A standout destination for wildlife, wine, food, and scenery. Popular elements I include:

• Private game drives at top-tier safari lodges
• Vineyard tours and gourmet lunches in the Cape Winelands
• Time in Cape Town for food, penguins, and design hotels
• Helicopter rides, Table Mountain hikes, and boutique shopping
• Smart pacing to make the most of your time

Thailand

Thailand offers the perfect mix of culture, cuisine, and coastline. Highlights from client itineraries include:

• Bangkok food tours and guided markets
• Longtail boat rides and private temple visits
• Ethical elephant encounters in Chiang Mai or Chiang Rai
• Jungle wellness stays with spa and meditation
• Beach time in Phuket, Krabi, or Koh Samui
• Day trips to Phang Nga Bay or Phi Phi by private boat

Thailand also pairs beautifully with Cambodia, Laos, or Vietnam for a broader Southeast Asia journey.

Bali

Bali combines spiritual depth, natural beauty, and relaxed luxury. I help clients experience both the peaceful and indulgent sides of the island with:

• Stays in Ubud surrounded by jungle and rice fields
• Beachfront villas in Seminyak or Nusa Dua
• Cooking classes, temple visits, and spiritual blessings
• Spa rituals and sunrise meditations
• Private boat days to Nusa Penida or Lembongan
• Visits to artisan markets, rice terraces, or waterfalls

Ideal for honeymoons, solo retreats, or relaxed-but-connected family trips.

Patagonia

For travelers drawn to remote beauty, Patagonia is a true frontier. I plan well-paced trips through:

• Torres del Paine and El Chaltén’s lakes and mountains
• Luxury lodges with guided treks and all-inclusive stays
• Glacier tours, horseback rides, and fly fishing
• Gaucho-style BBQ picnics and birdwatching in pristine settings
• Wine country extensions in Mendoza or Chile’s Colchagua Valley
• Pairings with Buenos Aires or the Atacama Desert

Patagonia is ideal for couples or groups seeking nature, comfort, and quiet awe.

What to Expect from Planning

Bucket list destinations often involve more complexity—seasonality, flights, visas, or permits. My role is to simplify all of it. I work with vetted local teams and trusted luxury partners to ensure a seamless experience.From when to go to how to pair destinations, I help make once-in-a-lifetime travel feel effortless.