
Jake Lara
He/HimBased in Lisbon, Portugal
Speaks English
Trip budgets start at $300/night
Jake Lara
Ask me about
My Story
I’m Jake, founder of Out There with Jake. I create travel plans for people who refuse to settle for average. My mission: honest, research-driven recommendations that skip the hype and deliver real value—no sugarcoating, no hidden agendas, and no generic listicles. If you want to skip research rabbit holes and actually enjoy your vacation, you’re in the right place. I focus on substance over status, transparency over trends, and experiences that are actually worth your money. You deserve better than average—let’s make it happen.
My Travel Style
My travel style is all about standards, not status. I vet every hotel, restaurant, and experience with a critical eye—using 4.5-star reviews as my baseline and never recommending anything I wouldn’t book for myself. I specialize in North America and Europe, curating everything from luxury hotels and boutique stays to unique rentals and hidden-gem experiences. No fluff, just facts—so you can travel with confidence, avoid tourist traps, and maximize every moment. Worth it or skip it: I’ll always tell you the truth.
My reviews (6)
James H.
6 months ago
James H.
6 months ago
James H.
6 months ago
James H.
6 months ago
From start to finish, the booking process with this hotel was seamless and stress-free. Jake's preparation allowed us to budget forecast months in advance, giving us options to choose from. I appreciated the weekly meetings we had, and him taking care of all the booking details.
He forwarded the confirmation email right away, along with helpful details about check-in, and local recommendations. It gave me total peace of mind knowing everything was squared away before arrival.
Delia L.
9 months ago
Excellent service.
James H.
6 months ago
James H.
6 months ago
James H.
6 months ago
James H.
6 months ago
From start to finish, the booking process with this hotel was seamless and stress-free. Jake's preparation allowed us to budget forecast months in advance, giving us options to choose from. I appreciated the weekly meetings we had, and him taking care of all the booking details.
He forwarded the confirmation email right away, along with helpful details about check-in, and local recommendations. It gave me total peace of mind knowing everything was squared away before arrival.
My travel ideas (5)

The Ultimate LGBTQ+ Guide to Lisbon: Pride Month Edition
Lisbon in June hits different. As the city bursts with the energy of Pride celebrations, you'll find historic streets draped in rainbow flags and stunning rooftop bars packed with locals and travelers living their best lives. The combination of Lisbon's stunning architecture, incredible food scene and welcoming vibe makes it the perfect Pride destination. Plus, June brings perfect weather - warm, sunny days that end in magical golden hour moments overlooking the Tagus River.

The Ultimate LGBTQ+ Guide to Lisbon: Pride Month Edition
Lisbon in June hits different. As the city bursts with the energy of Pride celebrations, you'll find historic streets draped in rainbow flags and stunning rooftop bars packed with locals and travelers living their best lives. The combination of Lisbon's stunning architecture, incredible food scene and welcoming vibe makes it the perfect Pride destination. Plus, June brings perfect weather - warm, sunny days that end in magical golden hour moments overlooking the Tagus River.

Madrid: The Vibrant Heart of LGBTQ+ Culture in Southern Europe
Madrid isn't just Spain's capital — it's the beating heart of LGBTQ+ culture in Southern Europe. Here, centuries-old traditions blend seamlessly with progressive values, creating a city where authenticity is celebrated at every corner. As one of Europe's most welcoming destinations for queer travelers, Madrid combines world-class art, innovative cuisine and vibrant nightlife with an unmistakable Spanish flair. The city truly comes alive in May, when perfect spring weather creates ideal conditions for rooftop drinks and garden strolls before the summer heat arrives.

Madrid: The Vibrant Heart of LGBTQ+ Culture in Southern Europe
Madrid isn't just Spain's capital — it's the beating heart of LGBTQ+ culture in Southern Europe. Here, centuries-old traditions blend seamlessly with progressive values, creating a city where authenticity is celebrated at every corner. As one of Europe's most welcoming destinations for queer travelers, Madrid combines world-class art, innovative cuisine and vibrant nightlife with an unmistakable Spanish flair. The city truly comes alive in May, when perfect spring weather creates ideal conditions for rooftop drinks and garden strolls before the summer heat arrives.

Tokyo: A Luxury Guide for LGBTQ+ Travelers
April is the perfect time to visit Tokyo because the cherry blossom season transforms the city into a magical pink wonderland. The weather is mild and perfect for exploring while the city hosts numerous seasonal events and special exhibitions.

Tokyo: A Luxury Guide for LGBTQ+ Travelers
April is the perfect time to visit Tokyo because the cherry blossom season transforms the city into a magical pink wonderland. The weather is mild and perfect for exploring while the city hosts numerous seasonal events and special exhibitions.

Magical Spring in Tel Aviv
Spring in Tel Aviv is pure magic. Trust me - March is the moment to visit, right before the summer heat gets real. The energy is unmatched as you wander from ancient Jaffa's stone alleys to checking out some seriously cool modern art galleries.

Magical Spring in Tel Aviv
Spring in Tel Aviv is pure magic. Trust me - March is the moment to visit, right before the summer heat gets real. The energy is unmatched as you wander from ancient Jaffa's stone alleys to checking out some seriously cool modern art galleries.

Your Ultimate LGBTQ+ Luxury Travel Guide to Cape Town, Africa’s “Gay Capital”
Let's be real - Cape Town is a vibe that's hard to match. From stunning mountain views to world-class dining, this guide covers the absolute must-dos for your luxury Cape Town experience. Through my amazing network of local experts and LGBTQ+ insiders, I've gathered all the details that will make you fall in love with this beautiful city and I’ll tell you why January is the best time to visit.

Your Ultimate LGBTQ+ Luxury Travel Guide to Cape Town, Africa’s “Gay Capital”
Let's be real - Cape Town is a vibe that's hard to match. From stunning mountain views to world-class dining, this guide covers the absolute must-dos for your luxury Cape Town experience. Through my amazing network of local experts and LGBTQ+ insiders, I've gathered all the details that will make you fall in love with this beautiful city and I’ll tell you why January is the best time to visit.

The Ultimate LGBTQ+ Guide to Lisbon: Pride Month Edition
Lisbon in June hits different. As the city bursts with the energy of Pride celebrations, you'll find historic streets draped in rainbow flags and stunning rooftop bars packed with locals and travelers living their best lives. The combination of Lisbon's stunning architecture, incredible food scene and welcoming vibe makes it the perfect Pride destination. Plus, June brings perfect weather - warm, sunny days that end in magical golden hour moments overlooking the Tagus River.

The Ultimate LGBTQ+ Guide to Lisbon: Pride Month Edition
Lisbon in June hits different. As the city bursts with the energy of Pride celebrations, you'll find historic streets draped in rainbow flags and stunning rooftop bars packed with locals and travelers living their best lives. The combination of Lisbon's stunning architecture, incredible food scene and welcoming vibe makes it the perfect Pride destination. Plus, June brings perfect weather - warm, sunny days that end in magical golden hour moments overlooking the Tagus River.

Madrid: The Vibrant Heart of LGBTQ+ Culture in Southern Europe
Madrid isn't just Spain's capital — it's the beating heart of LGBTQ+ culture in Southern Europe. Here, centuries-old traditions blend seamlessly with progressive values, creating a city where authenticity is celebrated at every corner. As one of Europe's most welcoming destinations for queer travelers, Madrid combines world-class art, innovative cuisine and vibrant nightlife with an unmistakable Spanish flair. The city truly comes alive in May, when perfect spring weather creates ideal conditions for rooftop drinks and garden strolls before the summer heat arrives.

Madrid: The Vibrant Heart of LGBTQ+ Culture in Southern Europe
Madrid isn't just Spain's capital — it's the beating heart of LGBTQ+ culture in Southern Europe. Here, centuries-old traditions blend seamlessly with progressive values, creating a city where authenticity is celebrated at every corner. As one of Europe's most welcoming destinations for queer travelers, Madrid combines world-class art, innovative cuisine and vibrant nightlife with an unmistakable Spanish flair. The city truly comes alive in May, when perfect spring weather creates ideal conditions for rooftop drinks and garden strolls before the summer heat arrives.

Tokyo: A Luxury Guide for LGBTQ+ Travelers
April is the perfect time to visit Tokyo because the cherry blossom season transforms the city into a magical pink wonderland. The weather is mild and perfect for exploring while the city hosts numerous seasonal events and special exhibitions.

Tokyo: A Luxury Guide for LGBTQ+ Travelers
April is the perfect time to visit Tokyo because the cherry blossom season transforms the city into a magical pink wonderland. The weather is mild and perfect for exploring while the city hosts numerous seasonal events and special exhibitions.
My travel photos





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