Experience the art of travel

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bespoke & Custom

Travel

Experiences

A pink drink in a champagne coupe and orange drink in a lowball glass sit with their shadows present

Boundless by Alaina crafts bespoke travel experiences for those who crave more than just a vacation. Whether you're seeking solo empowerment, a girls' getaways, or a romantic escape, we'll design a trip that reflects your individual style and aspirations. Say goodbye to cookie-cutter itineraries and hello to transformative travel that speaks to your soul.

bespoke & Custom

Travel

Scenic view of Positano, Italy, featuring colorful cliffside buildings, a dome with intricate patterns, and the Mediterranean Sea at sunset.

Experiences

Boundless by Alaina crafts bespoke travel experiences for those who crave more than just a vacation. Whether you're seeking solo empowerment, a girls' getaways, or a romantic escape, we'll design a trip that reflects your individual style and aspirations. Say goodbye to cookie-cutter itineraries and hello to transformative travel that speaks to your soul.

Minimalist terrace overlooking the ocean with white curtains and light wood flooring.
Palm trees and a beach with straw huts by the ocean under a clear blue sky.

Our Services

Our entry-level service focuses on hassle-free hotel bookings. We'll secure your accommodations at your desired destination, ensuring you have a comfortable base for your travels. Oh, and that includes upgrades & exclusive perks at no cost to you!

Step up to a more comprehensive travel experience. In addition to hotel bookings, we'll help plan your itinerary, make reservations for popular attractions, and suggest local experiences to enrich your journey.

Our top-tier service offers a fully customized travel experience. We'll craft a bespoke itinerary tailored to your preferences, handle all bookings and reservations, and provide support throughout your trip. Enjoy exclusive access to unique experiences and luxury services.

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travel Toasts

📍 Paris & Amsterdam

“Working with Alaina was a great decision! She was able to provide great suggestions for planning out our trip ... Everything she ended up scheduling was a great time and she seemed to really know the cities.”

— Trey G.

📍 Banff, Canada

“I worked with Alaina to plan a trip to Banff, Canada. She handled everything from car to restaurant to activity reservations making it perfect for us to show up & go! A great itinerary and easy communication made this a great experience.”

— Terri B.

📍 Edinburgh, Scotland

“Booking with Alaina was a breeze - she found a hotel that wasn't even on my radar that was so cool and really perfect for our time in Edinburgh. So grateful!.”

— Shelly M.

Proud Partner of

  • Logo displaying the text 'Fora Reserve' in black letters on a white background.
  • Member of World Wide Web Consortium logo
  • Logo of Four Seasons Preferred Partner with tree symbol above the text.
  • Logo and text for Design Hotels company in black with transparent background
  • Logo displaying the words 'Rosewood Elite' in serif font
  • Hyatt Privé logo in black text on a white background.
  • Logo text written in black "Shangri-La" on the first line and "Hotels and Resorts" underneath
  • Monogram logo and name of company in black on white background "the leading hotels of the world"

Let’s get connected

boundlessbyalaina@gmail.com
Based in: Chicago | Traveling: Worldwide