14-Days Iconic Italy - National Geographic Journey

Sept 28 - Oct 11, 2025

Sept 28 - Oct 11, 2025

Join us in 14-Days Iconic Italy - National Geographic Journey on

14-Days Iconic Italy - National Geographic Journey

Embark on a 14-day Italian journey from September 28 to October 11, 2025, curated by Pride Adventure Travel for those seeking culture, cuisine, and stunning landscapes.

This incredible experience will take you through Italy’s most iconic regions, from the romantic canals of Venice to the enchanting coastlines of Cinque Terre and Sorrento.

Experience the Magic of Italy

Explore the historic streets of Rome, make limoncello in Sorrento, and enjoy a boat tour of the Isle of Capri with a group of like-minded gay men. With comfortable accommodations, delicious dining, and expert-guided tours, this trip offers the perfect balance of relaxation and adventure in one of the world’s most beautiful destinations.

Stay connected here for important updates and travel details, and visit our registration page to secure your spot!

TRIP HOST

Daniel Cooley

We’re thrilled to partner with Best Man Matchmaking for this unforgettable Thailand adventure! In our latest Pride Adventure PodcastDaniel Cooley—matchmaker, coach, and the heart behind Best Man—joins us to share his story and the mission of helping gay men find real, lasting connections.

TRIP HOST

Chris Smith

Chris is the Co-Owner of Pride Adventure Travel, where he curates unique experiences that bring like-minded travelers together in stunning outdoor settings worldwide. With a passion for planning group adventures, he has led journeys across destinations like Yucatán, Mexico, and Southeast Asia.

Hello! I’m Chris, Co-Owner of Pride Adventure Travel, which I proudly run alongside my husband, CK. I’m thrilled to welcome you to one of our group adventures. My passion is crafting unique experiences and meaningful moments that allow our community of like-minded travelers to connect and bond in stunning outdoor settings worldwide. Most recently, I planned our Yucatán, Mexico, and Southeast Asia adventures, leading groups of over 20 gay men across the globe. If you have any questions, feel free to reach out at chris@prideat.com.

Italian Adventure Itinerary:

Embark on an unforgettable journey through Italy’s most iconic destinations with Pride Adventure Travel. This 14-day National Geographic-certified experience blends culture, history, and breathtaking scenery. Explore the canals of Venice, the stunning Cinque Terre coastline, Tuscany’s Renaissance charm, the vibrant Amalfi Coast, and the timeless wonders of Rome.

Day 1-2: Venice
  • Arrival and Welcome Dinner
  • Orientation walk and optional gondola rides or Doge’s Palace tour
  • Accommodation: Hotel Carlton on the Grand Canal (or similar)
  • Private transfer and local train to explore Monterosso al Mare
  • Accommodation: Hotel Firenze e Continentale La Spezia (or similar)
  • Aperitivo experience and free time to explore Tuscany’s treasures
  • Optional visits to Uffizi Gallery or day trips to Pisa or Lucca
  • Accommodation: Diplomat Hotel Florence (or similar)
  • Train to Naples, guided walk through Spaccanapoli, and a Neapolitan dinner
  • Accommodation: Hotel Rex Naples (or similar)
  • Tour of Pompeii with an archaeologist
  • Day trip to Capri, with options to visit the Blue Grotto or Faraglioni Rocks
  • Accommodation: Art Hotel Gran Paradiso Sorrento (or similar)
  • Limoncello tasting and hike the Path of the Gods
  • Visit Positano and enjoy an agriturismo lunch
  • Accommodation: Hotel Villa Romana Minori (or similar)
  • Orientation walk, Farewell Dinner, and optional visits to the Colosseum, Vatican, and Roman Forum
  • Free day to explore Rome’s iconic sites like the Trevi Fountain and Pantheon
  • Accommodation: Mama Shelter Roma (or similar)

Booking Options

Trip/Lodging Options

Your Italian adventure begins with carefully selected accommodations that blend comfort, culture, and charm. We’ve chosen locally owned hotels and inns with rich histories—some operated for centuries—located in the heart of Italy’s most iconic destinations. Each stay offers an authentic Italian experience, from the picturesque streets of Venice to the timeless beauty of Rome.

Shared Room
$6249

Enjoy the camaraderie of traveling with a friend, partner, or fellow adventurer in a shared room with two beds. Perfect for those seeking a social and cozy lodging experience.

Private Room
$8799

Relax in the comfort of your own private room. Ideal for solo travelers or those desiring a little extra space and tranquility. Limited availability.

Adventure Activities:

Get ready for an adventure! Below is just a sampling of the exciting activities we’ll be experiencing throughout the trip. Since this journey is divided into two segments, please note that not all activities will be available to every traveler. Be sure to check the full itinerary to see which adventures are included in your selected segment.

Venetian Gondola Ride

Experience the magic of Venice as you glide through its enchanting canals on a traditional gondola. Marvel at the city’s stunning architecture and romantic waterways.

Exploring Monterosso al Mare

Discover the charming village of Monterosso, one of Cinque Terre’s jewels, with its colorful houses, breathtaking coastal views, and serene beaches.

Aperitivo Experience in Florence

Embrace the Italian tradition of aperitivo with refreshing drinks and snacks at a local bar in Florence. A perfect way to soak in Tuscany's vibrant atmosphere.

Scenic Walk Through Spaccanapoli in Naples

Stroll through the historic streets of Spaccanapoli in Naples, a city brimming with culture, history, and the birthplace of pizza.

Exploring Pompeii with an Archaeologist

Step back in time with a guided tour of Pompeii. Learn the history of this ancient Roman city preserved by volcanic ash from Mount Vesuvius.

Day Trip to Capri and the Blue Grotto

Cruise to the island of Capri, with options to explore the Blue Grotto (weather permitting), iconic Faraglioni rock formations, and the island’s chic villages.

Meet our Guide Stefano

Join us on an incredible 14-day journey through Italy with G Adventures. This adventure offers a deep dive into Italy’s iconic sites, and we’re excited to give you a special peek into Florence with our CEO, Stefano. Discover the heart of Renaissance art, stroll through historic streets, and experience Florence’s rich culture through the eyes of a local expert. Don’t miss this opportunity to explore Italy’s treasures with the guidance of someone who knows it best! Click here to sign up.

Inclusions:

What's Included:
  • Accommodations: Comfortable stays in locally owned and operated hotels or lodges (see the itinerary for the full list).
  • Transportation: Van, bus, train, and boat transfers throughout the trip.
  • Meals: 13 breakfasts, 1 lunch, and 4 dinners included.
  • Adventure Activities: Daily tours and several optional activities as outlined in the itinerary.
  • NatGeo Experiences: Special National Geographic-certified experiences, including a guided Pompeii tour by an archaeologist, a Capri tour, and the Path of the Gods hike on the Amalfi Coast.
  • Activity/Meal Tips: Basic gratuities (approximately 10%) for included tours, guides, and group meals. Additional tips are optional.
  • Flights: International flights to Venice and from Rome.
  • Airport Transfers: Transfers to and from the airport are not included, but most group members will arrive on the same flights for coordinated transfers (by boat in Venice and by van or train in Rome).
  • Travel Insurance: $200,000 in emergency medical and repatriation insurance is required. Trip cancellation insurance is recommended.
  • Optional Activities: Costs for activities not mentioned in the itinerary or listed as optional. Polling for optional activities will be conducted closer to the trip.
  • Meals: Costs for meals not specified in the itinerary, including most lunches and dinners.
  • Personal Expenses: Souvenirs, non-tour-related expenses, and personal purchases.
  • Activity/Meal Tips: Additional tips for meals or activities beyond what is included.
  • Tour Guide Tips: Gratuities for the host and guides are not included. A suggested tip of $10 per day for guides is customary, adjusted based on service level.

Physical Rating, Comfort, and Adventure:

Physical Rating: 2 - Light

This trip is suitable for most fitness levels, with light walking and hiking activities. Daily activities may include walking tours through city streets, exploring ancient ruins, or a gentle hike along the Amalfi Coast. While the trip is designed to be accessible, participants should be comfortable walking up to 3-4 miles per day on uneven terrain.

Service Level: Upgraded

Enjoy quality accommodations and more inclusions than standard or active adventure tours. You’ll stay in small, family-run hotels or pensions with rich character, central locations, and excellent amenities. While most properties are well-equipped, some may lack elevators or air-conditioning due to their historical nature, and carrying luggage up stairs may be necessary.

Travel Style: National Geographic

Designed for explorers who value insider access, cultural immersion, and curated experiences. This tour is certified by the National Geographic Society and offers a balance of guided tours, free time, and premium inclusions such as guided hikes, expert-led archaeological tours, and exclusive cultural experiences.

Important Documents & Links:

Adventure Updates

Update 12/16/2024: Pre & Post Night Hotel Update – We have been informed that the hotels in both Venice and Rome will have limited availability. Room requests are not guaranteed. Please request rooms in advance and we will work to secure these for you. If not able too, there are other hotels in the area that can be booked. Contact chris@prideat.com.

Updates:

Our Trip Itinerary (PDF) is now available – Click here.

Our Trip Registration Page is now live – Click here.

Flights:

Arrive anytime on Sunday, Sept 28. Depart anytime on Saturday, Oct 11. See joining instructions in the trip dossier. We will also share ths information closer to the trip dates. Please let us know if you require pre or post-trip accommodations.

Travel Insurance:

We suggest TravelEX Insurance Services – Click here for a quote. Travel insurance is mandatory. You must provide proof of insurance to join the group. The policy should include medical coverage and at least USD 200,000 for repatriation and emergency rescue. We also recommend coverage for personal liability, cancellation, curtailment, and loss of luggage and personal effects. Most insurance companies require policies to be purchased within 15 day of initial payment of the trip for full coverage/cancellation insurance. Please send proof of travel insurance to chris@prideat.com once you have purchased it, and I will save it within your departure details.

Deposits & Payments:

Click here to check out an article on our deposits and payment plan process.

Travel Health

We recommend reviewing the website PassportHealth and review the travel vaccination requirements and suggestions.

Questions? Need Help?

Please email chris@prideat.com with questions.  You can also view the full trip dossier here or visit the event page here.