TOURS & PACKAGES
EXPLORE.
DREAM.
DISCOVER.
TOURS FOR YOU
In the sections below, browse to find trips hosted by Out the Gate Travel, trips that focus on wine tourism, international festival trips, and customizable trips that include sample itineraries with elements that you can change to fit them to your taste. With any of these you can travel solo, as a couple, family or as a group. It is up to you! Some include airfare, some are land packages only and you by your own flight. Prices will vary based on time of year, your airport origin, hotel and room selection, and other personalized features. It's time to get you out the gate and on a plane!
HOSTED TRIPS WITH JASAMYN
Out the Gate Travel is currently planning tours for 2027. These are trips that will by Jasamyn personally and with planned activities included. Sign up or email us to receive notifications for when these trips will be available. They will be limited to no more than 16 people (with exception of the Cartagena trip).
Hoi Chin Minh City, Hue, Hoi An, Ha Long Bay Hanoi, Vietnam
April 1-14, 2027
9 nights in 5-star resorts
2 nights on 5-star cruiseStarting at $2,985/pp (dbl occupancy), $3,985 single occupancy (International flights not included)
This trip includes, 5-star hotel accommodations, private transfers, domestic flights, meals as indicated, 2-night stay on a 5-star bay cruise in Ha Long Bay, and various activities. Join us as we venture to Vietnam and immerse ourselves in the culture. Savor the cuisine, meet the people, enjoy rooftop bars, relax on beaches, and so much more!
Cartagena, Colombia for Memorial Day
May 27-June 1, 2027
5 nights, 6 days
Starting at $1,770/pp (dbl occupancy), $2,155 single occupancy
(Flights not included)
Party with us for the Memorial Day weekend! Hop on a catamaran for a day trip to the Rosario Islands, view the beautiful seascape, take a dive in the waters to swim and snorkel. Explore the Walled City and San Felipe Castle. Experience the art, culture and food. Enjoy a pool party at the 5-star resort with ocean view rooms. Relax on a sunset cruise with cocktails as we sail around the city. A welcome reception, and farewell dinner included.
Lisbon and Porto, Portugal
June 11-22, 2027
3 nights in Porto
7 nights in Lisbon
Starting at $3,292/pp (dbl occupancy), $5,129 single occupancy (Flights not included)
This trip includes, 5-star hotel accommodations, transportation to/from Porto, 5 hosted dinners, tickets and transportation to the SunceBeat Festival, wine and port tastings, a day trip to Duoro Valley, a 2-hour sunset boat tour with open bar, a trip to Sintra to visit the castles, the Lisbon card for museum discounts and more! Join us to see the beauty of Porto, museums and shopping in Lisbon, delicious cuisine, breathtaking views of the city, hidden gems, and fun nightlife.
Madrid, Barcelona, and Ibiza, Spain
June 25-July 7, 2027
3 nights in Madrid, 5 nights
in Barcelona, 3 nights in Ibiza
Starting at $
(Long haul flight not included)
Travel to Madrid to see the Spanish culture in all its glory! Visit the Prado Museum, explore the plazas, experience Flamenco dancing. Then head to Barcelona for sightseeing, shopping and great food! Next, venture to Ibiza for the beaches, nightlife, and an island boat tour.
Train to Barcelona, flight to Ibiza and back to Barcelona included. 5-star resorts and hotel accommodations. Airport transport included. Some activities and meals.
Bali, Indonesia
& Singapore
Oct / Nov 2027
Details coming soon.
Cape Town, South Africa for the Franschhoek Cap Classique & Champagne Festival
December 2-11, 2027
3 nights in Franschhoek
5 nights in Cape Town
Starting at $/pp (dbl occupancy), $
(flight not included)
Visit Cape Town, South Africa to see Table Mountain, experience a day safari to see the Big 5, take a ferry to Robben Island for its history, enjoy the beaches and the explore the city. Venture with us for the champagne festival just outside of Cape Town in Franschhoek for the largest champagne festival in the world. Add on an additional luxury beach experience to the beautiful island of Mauritius. Airfare can be added or you can purchase on your own.
Royal Caribbean 7-day Group Cruise
Details coming soon.
Japan
Chile, Peru
Brazil maybe
Thailand
Details coming soon.
WINE VENTURES
Explore countries and the wine they offer on these cultural, wine tour trips.
Grand Wines of Spain
9 nights, 4 locations
7 daily tours
Experience the luxury and authenticity of Spain on this exclusive wine journey. Explore renowned wine regions, visit celebrated bodegas, and savor local gastronomy. Enjoy private tours, premium tastings, and curated meals as you travel from Bilbao to Madrid, immersing yourself in the rich culture and flavors of Spain.
You choose your dates.
Grand Wine Luxury Tour in France
13 nights, 14 days
Travel to Paris, France. Visit wineries in 6 different towns: Champagne, Burgundy, Loire Valley, Bordeaux, and Paris. Enjoy private tours throughout your journey with wine tasting, walking historic tours, visits to castles and terroirs, and sightseeing in Paris. Choose your dates between April and October and select 3, 4 or 5-star accommodations.
Wines of Chile
October - April
8 days, 7 nights
An extraordinary 8-day odyssey that will take you on an unprecedented journey through one of the world's most diverse and spectacular wine territories. This is an adventure that spans an entire continent's width, from the towering peaks of the Andes to the shores of the Pacific Ocean.
This is not a passive sightseeing experience – it's an active adventure designed for curious souls who want to truly understand and experience Chilean wine culture. You'll explore UNESCO World Heritage sites, taste wines at boutique family wineries, and journey through landscapes that range from desert-like valleys to lush coastal regions.
Wines of Georgia
Pricing and details coming soon.
South American
Wine Soul
Buenos Aires and Mendoza, Argentina and Uruguay
9 nights/10 days
Packages Starting at $6,134/pp (does not include air)
This 10-day adventure is more than a tour—it's a curated immersion into the culture, landscapes, and people who make Argentina and Uruguay’s wines world-class. From the vibrant streets and local flavors of Buenos Aires to Mendoza’s legendary vineyards and Uruguay’s coastal terroirs, you’ll enjoy exclusive tastings, insider access, and authentic hospitality led by passionate wine specialists with both international and local expertise.
St. Lucia Jazz & Arts Festival
April 30 - May 9, 2027
Packages Starting as low as at $2,135/pp (dbl occupancy- includes airfare).
The St. Lucia Jazz Festival is an event you don't want to miss. What is better than combining island vibes with the musical notes of jazz and the creativity of art? Enjoy up to nine days or just a few days of this international jazz festival.
Supa Dupa Fly Festival
Santorini, Greece
June 4-8, 2027
Pricing coming soon.
Travel to Santorini, Greece and vibe with the best hip hop and R&B DJs from around the world! Soak in the vibrant sunsets of Santorini while grooving to the tunes. Package includes tickets to the festival, hotel transportation and airfare.
North Sea Jazz Festival - Rotterdam
July 9-11, 2027
Pricing coming soon.
Travel to Amsterdam and ride the train to Rotterdam for the North Sea Jazz Festival. Immerse yourself in three days of jazz, blues, soul, funk, hip hop, R&B and more. After the festival, spend time in Amsterdam to see the windmills, the coffee houses and the food and culture.
CUSTOMIZABLE TOURS
We can price any of these destinations and design customized itineraries just for you!
If you are interested in creating your own package, reach out to us via phone, email or the contact form on the contact page, and we will help you put together a customized package with flight, hotel, activities, restaurant reservations and transfers all suited to your wants and desires.
Lima, Cuzco, the Sacred Valley, & Machu Picchu, Peru
8 days, 7 nights
Packages Starting at $3450/pp
(does not include air)
Travel to Lima to see the seaside, venture through the Sacred Valley to Cuzco. Venture to Machu Picchu. Guided tours and transfers. Includes domestic flight from Lima to Cuzco.
Athens, Mykonos, Santorini, and Crete, Greece
12 nights, 13 days
Inquire for Pricing
Travel to Greece and visit Athens for wine, history and culture. Bounce to three beautiful islands via ferry. Soak in the vibrant sunsets of Santorini, see the Cave of Zeus and the city of Heraklion, and dance the night away in Mykonos. Shopping, beaches and awesome food awaits too!
Bangkok, Chiang Mai, & Phuket, Thailand
9 nights, 10 days
Itinerary to come.
Visit Thailand! Venture to Bangkok and take a food tour. Explore the markets and city streets, view the many temples and revel in the city's energy. See the elephants of Chiang Mai. Go snorkeling in the gorgeous waters of Phuket, enjoy a day trip to Phi Phi Islands, lounge with food and drink, and relax!
Rome, Florence and Sorrento, Italy
3 nights in Sorrento
3 nights in Florence
3 nights in Rome
Packages starting at $3,960/pp
Travel to Italy and visit Sorrento, Capri, Pompeii, Positano, Rome and Florence. This trip includes, airfare, hotel accommodations, transportation from airport to hotel, train tickets, and more!
Budapest, Hungary; Vienna, Austria; and Prague, Czech
10 nights, 11 days
Travel to Prague, then to Vienna and end the trip in Budapest. See historic sites, beautiful architecture, museums and art, and of course, experience the food and wine!
Sample itinerary to come.
Barcelona, Mallorca, and Ibiza, Spain
5 nights in Barcelona
3 nights in Palma,
2 nights in Ibiza
10 nights, 11 days
Travel to Barcelona, Spain and see the Sagrada Familia, Parque Guell, Montjuic Castle, and Las Ramblas. Day trips to Sitges and Girona. Venture to Mallorca for beaches, and Ibiza for the beaches and nightlife.
Sample itinerary to come.