Where to Go & How to Pair Destinations for the Ultimate Trip

You can look at all my family summer travel over the years and you’ll see that we hit at least two locations, usually more. Why choose just one destination when you can experience two (or more) in one incredible summer trip? Whether you crave adventure and relaxation, city buzz and island bliss, or cultural immersion with coastal charm, these five perfectly paired itineraries offer the best of both worlds.

Athens & Folegandros, Greece 🌿🏛️

Great for: Families, couples & culture lovers who want history plus secluded island beauty.

Why it works: Start in Athens, where ancient history meets lively neighborhoods and rooftop dining with Acropolis views. Then, escape to Folegandros, a stunning, lesser-known Greek island with dramatic cliffs, crystal-clear waters, and postcard-perfect whitewashed villages.

🔹 **Must-do:** Sunset at the Church of Panagia in Folegandros.
🔹 **Perfect trip length:** 7-10 days
🔹 **Best time to go:** May-September
**Stay at:** Boutique stays in both Athens and Folegandros with **exclusive perks** when you book through me—think room upgrades, resort credits, and VIP treatment. Such as Gundari on Folegandros

Lisbon & Sintra, Portugal

Best for: Families who love fairy-tale castles, nature, and easy access to the coast.

Why it works: Visit Lisbon & explore the magical region of Óbidos and Sintra. These historic towns offer everything from castles and cobblestone streets to lush gardens and coastal charm. It’s an easy and family-friendly combination that brings Portugal’s rich history to life while offering plenty of outdoor adventures (the waves are epic). Or visit Comporta, effortlessly chic, easy on the eyes, and good for the soul

🔹 **Must-do:** Explore Pena Palace in Sintra and take a surf lesson in nearby Ericeira
🔹 **Perfect trip length:** 8-12 days
🔹 **Best time to go:** April-October
**Stay at:** A blend of city elegance and coastal retreats, with VIP benefits available through me.

Dolomites & Lake Garda, Italy 🏔️⛵

Great for: Outdoor enthusiasts who love mountains, lakes, and Italian cuisine.

Why it works: Hike the jaw-dropping trails of the Dolomites, a UNESCO-listed wonderland of peaks, alpine meadows, and charming mountain lodges. Then, head south to Lake Garda, where you can sail, sip local wine, and unwind in lakeside villages. This combo is perfect for families with active kids who love nature and great food.

🔹 **Must-do:** Ride the cable car to the top of Monte Baldo for sweeping lake views.
🔹 **Perfect trip length:** 8-12 days
🔹 **Best time to go:** June-September
**Stay at:** Gorgeous mountain chalets and lakeside luxury hotels with hand-picked perks.

Mexico City & Baja California Sur, Mexico 🌆🏝️

Great for: Families who want a mix of culture, history, and beach time & beach lovers who want history, art, and luxury in one trip.

Why it works: Immerse yourself in Mexico City’s energy—think Frida Kahlo’s house, world-class dining, and ancient pyramids. Then, jet off to Baja California Sur for stunning desert-meets-ocean landscapes, luxurious resorts, and spectacular whale-watching (in season).Ie. The balance of city and beach makes it a great fit for families with kids of all ages

🔹 **Must-do:** A taco tour in Mexico City followed by a sunset sail in Cabo.
🔹 **Perfect trip length:** 7-10 days
🔹 **Best time to go:** November-May
**Stay at:** A mix of design-forward boutique hotels and beachfront resorts—with special amenities when booked through me.

Madagascar & Mauritius 🦎🏖️

Great for: Exotic adventure seekers looking for a mix of wildlife, nature, and luxury beach time.

Why it works: Explore Madagascar’s unique landscapes—Baobab trees, lemurs, and untouched rainforests—before flying to Mauritius, a tropical paradise with white-sand beaches, turquoise lagoons, and five-star resorts. It’s a dream trip for families who love animals and adventure but also want some luxury downtime at the end.

🔹 **Must-do:** Snorkeling in Mauritius’ crystal-clear waters after a wildlife trek in Madagascar.
🔹 **Perfect trip length:** 10-14 days
🔹 **Best time to go:** May-October
**Stay at:** A balance of luxury eco-lodges and high-end beach resorts with exclusive upgrades.

Which Combo is Your Dream Summer Trip?

Why settle for just one destination when you can pair two incredible places for the ultimate getaway? If you’re dreaming of a seamless itinerary with VIP perks, insider access, and stress-free planning, I can help.

📩 Message me to start planning your summer 2025 adventure!

5 Dream Summer 2025 Travel Combos