June 1–11, 2026
Join us for an unforgettable 11-day adventure through two of the most vibrant and culturally rich cities in Europe — Lisbon, Portugal and Seville, Spain. This thoughtfully curated small group experience is designed for travelers who want connection, comfort, and culture without the stress of planning.

We’ll begin in Lisbon, a city full of charm, color, and old-world charm. Wander through historic neighborhoods like Alfama, enjoy panoramic views from hilltop miradouros, and indulge in local delicacies including fresh seafood and pastéis de nata. You'll explore palaces, ride vintage trams, and take a day trip to the magical town of Sintra with its fairy tale castles.

Next, we’ll head across the border into southern Spain to Seville, the heart of Andalusia. Get swept up in the rhythm of flamenco, visit the stunning Alcázar Palace, marvel at the Seville Cathedral and its Giralda Tower, and enjoy tapas like a local on a lively evening food tour.

There will be time to relax, shop, and soak in the warm Spanish sun at your own pace.

Throughout the trip, you’ll enjoy a balance of guided sightseeing, local immersion, and free time to explore on your own — all while sharing the journey with a small, like-minded group. Think of it as a boutique experience with the flexibility to make it your own

Now Booking for 2026

Looking for a unique travel experience designed just for your group? Whether you’re celebrating a milestone, planning a reunion, organizing a church or alumni group, or just gathering your favorite people for an adventure — Private Group Travel with Plan It Travel is the perfect way to explore the world together, your way.

We specialize in creating custom itineraries for groups of all sizes — from as few as 8 travelers to larger parties — with every detail tailored to your interests, pace, and budget. Whether you're dreaming of a wine tour through Tuscany, a historical journey through World War II sites in Europe, or a tropical escape in the Caribbean, we’ll bring it to life with thoughtful planning and personal touches.

With Plan It Travel, your group gets:

• A fully customized itinerary built just for you

• Handpicked accommodations and local guides

• Unique experiences that match your group’s vibe — culinary, cultural, adventurous, or relaxing

• Expert handling of logistics, reservations, and day-to-day details

• A dedicated point person every step of the way — from planning to travel support

Traveling with your own group means you get the comfort of familiar faces and the freedom to do things your way — without the stress of organizing it all yourself. We handle the planning so you can focus on making memories.

At Plan It Travel, we believe the world is the best classroom — and we specialize in creating engaging, educational group travel experiences for middle schools, high schools, and college-level groups.

Whether you're bringing history to life in Washington D.C., walking ancient streets in Rome, or exploring environmental science in Costa Rica, we design each trip with purpose, safety, and student engagement in mind. Our customized itineraries combine immersive learning, hands-on activities, and cultural connections to create trips students and educators will never forget.

What you can expect:

• Custom itineraries aligned with your curriculum and learning objectives

• Educational tours with expert local guides and subject-specific experiences

• Safe, student-friendly accommodations and vetted transportation

• Group meals, activity planning, and 24/7 support while traveling

• Chaperone coordination and risk management planning

• Fundraising resources and flexible payment options

For higher education groups, we offer more in-depth experiences that balance structured learning with free exploration, professional site visits, and cultural immersion — perfect for study abroad programs, research trips, or honors group travel.

Whether you're a teacher, professor, or administrator, we make it easy to take learning beyond the classroom. From trip design to final departure, we handle the details so you can focus on what matters: giving your students an unforgettable educational experience.

Let’s start planning your 2026 school or college group journey today.

At Plan It Travel, we believe everyone deserves to explore the world as their authentic self — and our LGBTQ+ group trips are designed to offer precisely that: inclusive travel experiences, affirming, and full of joy.

These small group journeys are created for LGBTQ+ travelers and allies who want to connect, celebrate, and discover new places together in a welcoming, respectful space. Whether you're traveling solo, with a partner, or with friends, you'll be part of a community that values openness, shared adventure, and the freedom to be you.

What to expect:

• Carefully curated destinations that are LGBTQ+-friendly and culturally rich

• Boutique accommodations and experiences selected for comfort and safety

• Small group sizes for meaningful connection and community

• Itineraries that blend exploration, culture, relaxation, and celebration

• Optional themed experiences like Pride festivals, wine & wellness getaways, or historical tours with LGBTQ+ context

• A travel environment where everyone is seen, respected, and welcomed

Whether it’s island hopping in Greece, café-hopping in Paris, or dancing under the stars in Mexico, our LGBTQ+ trips are about creating unforgettable memories in places that embrace who you are.

Celebrate love, identity, and adventure in 2026 — on your terms. Let’s plan a trip that feels like home, wherever we go.

January 28 - February 1, 2026

Sun, sea, culture, and cuisine — Puerto Rico has it all, and this small group adventure is the perfect way to experience it. We’ll base ourselves in the vibrant capital of San Juan, blending rich history with tropical relaxation and unforgettable experiences.

We’ll start with a guided tour of Old San Juan, wandering colorful cobblestone streets, exploring 16th-century forts, and soaking in the island’s Spanish colonial charm. From there, we’ll set sail on a catamaran cruise through turquoise waters, with time for swimming, snorkeling, and simply enjoying the Caribbean sunshine.

No trip to Puerto Rico would be complete without tasting its flavors — we’ll savor authentic local dishes from lechón to mofongo, and discover why this island is a food lover’s dream. Nature lovers will be amazed by a day trip to the El Yunque National Forest, where lush rainforest trails, waterfalls, and tropical wildlife await.

Between excursions, there will be plenty of time to relax on golden sand beaches, try paddleboarding in calm coastal waters, or simply enjoy a piña colada while watching the waves roll in.

Trip Highlights:

• Stay in the heart of San Juan for easy access to beaches, dining, and nightlife

• Guided walking tour of Old San Juan

• Catamaran cruise with swimming and snorkeling stops

• Half-Day trip to El Yunque National Forest

• Authentic Puerto Rican culinary experiences

• Free time for beach relaxation and paddleboarding adventures

• Small group size for a personal, connected experience

This is more than just a Caribbean getaway — it’s a chance to slow down, soak in the sun, and experience the vibrant culture, history, and beauty of Puerto Rico with a group of like-minded travelers.

Whether you're planning a leadership retreat, incentive trip, client appreciation experience, or annual team getaway — Plan It Travel specializes in creating memorable, seamless corporate travel tailored to your company’s goals and culture.

We understand that business travel isn’t one-size-fits-all. That’s why we design every itinerary to reflect your brand, your purpose, and the people you’re bringing. From upscale accommodations and private transfers to exclusive experiences and team-building activities, we handle the logistics so your team can stay focused, connected, and inspired.

Why partner with Plan It Travel for your corporate trip?

• Tailored itineraries aligned with your company’s values and objectives

• Venue sourcing, meeting space coordination, and event planning

• Concierge-level service from start to finish

• VIP experiences, cultural immersion, and curated excursions

• Flexible options for travel incentives, executive retreats, or team celebrations

• On-site support available to ensure everything runs smoothly

Whether it’s a wine tasting in Napa, a strategy session in a historic European city, or a tropical reward trip to the Caribbean — we’ll create a corporate experience that leaves a lasting impression on your team and your clients.

Elevate your company’s travel in 2026. Let’s build something unforgettable, together.

There’s something powerful about women coming together to explore the world — and that’s exactly what our Women-Only Trips are all about. These journeys are designed for women who want connection, confidence, and community while discovering new places, cultures, and themselves.

Whether you're traveling solo for the first time or gathering with friends for a shared adventure, our women-only trips offer a welcoming, empowering space where you can feel safe, supported, and inspired — all while experiencing the joy of travel.

What makes these trips special:

• Small group sizes for a more personal, connected experience

• Thoughtfully curated itineraries with a balance of adventure and downtime

• Opportunities for meaningful connection, self-discovery, and laughter

• Accommodations and experiences selected with women travelers in mind

• Built-in flexibility, safety, and a spirit of sisterhood

• No travel partner needed — come solo or with a friend

From wine tasting in Provence to hiking in Costa Rica or exploring art and culture in Morocco, our women’s trips are as dynamic and diverse as the women who join them.

This is travel that celebrates you — your curiosity, your courage, and your joy.
Let’s make 2026 the year you say yes to yourself.