Key Facts
- ✓ Leanna Coy traveled to Lisbon alone after breaking up with her boyfriend of two and a half years just hours before their flight.
- ✓ The couple was flying standby, making their tickets 100% refundable, which facilitated the decision to split the travel plans.
- ✓ She flew from Boston to Lisbon and stayed in a hotel room booked with her own credit-card points.
- ✓ During the trip, she befriended two girls at a café and a woman and her niece on a guided tour to Sintra.
- ✓ As a flight attendant, Leanna is experienced in traveling solo and values the freedom it provides.
Quick Summary
What began as a romantic five-day getaway to Lisbon transformed into a solo journey of self-discovery for one traveler. Just hours before her flight, a two-and-a-half-year relationship came to an end, leaving a planned international trip in limbo.
Despite the heartbreak, she chose to board the plane alone. This is the story of how a sudden breakup became an unexpected opportunity for healing, independence, and adventure in a new country.
A Sudden Departure
The morning of their departure was supposed to be filled with anticipation. Instead, an argument over the phone left Leanna Coy questioning how she and her boyfriend would survive a flight, let alone a five-day international trip. Their relationship had been rocky for quite some time, but the travel plans were fast approaching.
After a long silence, her boyfriend finally asked the question they were both thinking: "Are we still going?" The situation was complicated by the fact that they were flying standby, meaning their tickets were 100% refundable. This financial flexibility presented a clear choice.
"You don't want to go?" I asked. "I can cancel your ticket right now."
He agreed it wasn't a good idea to travel together. Leanna, however, kept her ticket. With adrenaline pumping and her heart racing, she felt a sense of relief as she drove to the Boston airport alone and boarded her flight.
"Are we still going?"
— Leanna Coy's Ex-Boyfriend
Touchdown in Lisbon
The flight was emotional, with a few tears shed shortly after takeoff. However, any sadness evaporated the moment the pilot's voice echoed through the cabin: "Ladies and gentlemen, welcome to Lisbon." A surge of pride washed over her; she had made it there alone.
The trip proceeded surprisingly smoothly. Since she had used her own credit-card points to book the hotel, the reservation was already in her name. The entire itinerary had been her creation, so she simply followed it on her own terms.
While she did shed a few more tears while processing the breakup, exploring a new country proved to be a wonderful way to clear her mind. The city offered a fresh perspective and a welcome distraction from recent events.
- Wandering through Lisbon's many scenic viewpoints
- Savoring amazing local food and great wine
- Enjoying the freedom of setting her own pace
- Experiencing the city without relationship stress
Unexpected Connections
Solo travel does not have to mean being alone. While having a drink by herself at a café, Leanna was approached by two girls who noticed she was alone and invited her to join their table. They spent over an hour sharing life stories, forming an instant connection.
The following day, she joined a guided excursion to Sintra, a picturesque town about 30 minutes from Lisbon. At the start of the tour, a woman and her niece struck up a conversation. When Leanna mentioned her recent breakup, they immediately decided to "adopt" her for the day.
Together, they hiked to the famous Pena Palace, a colorful castle perched on a hill, and explored the local shops. These spontaneous friendships enriched her journey, proving that traveling alone does not equate to isolation.
The Solo Traveler's Mindset
Throughout the trip, Leanna couldn't shake the thought that she was happier than she would have been if her ex-boyfriend had accompanied her. She was free to enjoy the city at her own rhythm, unburdened by the need to maintain peace in an unstable relationship.
Fortunately, solo travel was not a new concept for her. As a flight attendant, navigating new places comes naturally. She values the ability to go where she wants, when she wants, without worrying about anyone else's budget or availability.
"Navigating a new place on your own is a huge confidence boost and the best way to get to know yourself."
Her friends later expressed pride in her decision to go alone. For Leanna, not going was never an option. She believes that if she hadn't already been comfortable with solo travel, she might have missed out on this amazing, healing experience.
Key Takeaways
Leanna's journey to Lisbon highlights the resilience and empowerment that can be found in the face of personal adversity. Her story serves as a powerful testament to the benefits of independent exploration.
Key takeaways from her experience include:
- Preparation is empowering: Her familiarity with solo travel allowed her to make a bold decision confidently.
- Independence fosters healing: Traveling alone provided the mental space needed to process a breakup.
- Connection is still possible: Solo travel can lead to meaningful, spontaneous friendships.
Ultimately, she encourages everyone to try solo travel at least once, regardless of their relationship status. It is an opportunity to boost confidence and truly get to know oneself.
"You don't want to go? I can cancel your ticket right now."
— Leanna Coy
"Ladies and gentlemen, welcome to Lisbon."
— Pilot Announcement
"Navigating a new place on your own is a huge confidence boost and the best way to get to know yourself."
— Leanna Coy









