9 nights from $1,219*
Customize it 1909 Customer ReviewsMultiple Cities
Destinations
❮Main Menu
Our most popular combo for Czech Republic, Austria and Hungary!. Visit Prague (`The City of a Hundred Spires` with 1,000 years of art and architecture), Vienna (City of music, cafes, waltzes, parks, pastries, and wine with stately streets and Baroque palaces) and Budapest (two cities in one: Buda built upon hills, Castle Hill and Gellert Hill and Pest, as flat as a pancake, the perfect contrast between the right and left banks, a vibrant city). Transportation between cities by train.
Includes:
9 nights from $1,219*
Customize it 1909 Customer Reviews
Visit Australia`s two largest cities. Start in the marvelous city of Sydney, the oldest and most sophisticated city in Australia featuring two of the most iconic structures on the planet, The Sydney Opera House and The Sydney Harbor Bridge. Combine this amazing experience flying into Melbourne, the world’s most livable city known for its many laneways, its cultural diversity, excellent dining options for all budgets, and amazing street art.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
6 nights from $1,309*
Customize it 47 Customer Reviews
8 nights from $1,369*
460 Customer ReviewsOur Best Seller in Costa Rica! The classic route to see Costa Rica's most popular highlights: Arenal Volcano (the most active stratovolcano in Costa Rica, near Lake Arenal); Monteverde (famous for its Cloud Forest Reserve, perfect for anyone looking for a nature experience) and Tamarindo (one of the most popular beach towns with crystal blue waters, pristine sand, and strong surf) in the beautiful Guanacaste Province. Enjoy stress-free, comfortable private transfers between each location.
Includes:
8 nights from $1,369*
Customize it 460 Customer Reviews
Explore our favorite Italian cities and hidden gems, including Montepulciano and UNESCO-listed cities Ferrara and San Gimignano, with private transfers. Begin this twist on our classic Italy getaway in historic Rome (the Eternal City) where the Colosseum looms large and the Vatican's treasures await discovery, and after that, travel to Florence (the capital of Tuscany and cradle of the Renaissance), until you finally reach Venice (the intimate city set on canals famous for gondola rides). Enjoy private transfers between each city that allow you to avoid the hassle of train stations and explore the following scenic towns: Montepulciano (renowned for its exquisite Vino Nobile Wine), San Gimignano (characterized by its medieval architectural towers) and Ferrara (a well-preserved UNESCO-listed city with rich history).
Includes:
7 nights from $2,079*
Customize it 2 Customer Reviews
Spain is recognized throughout Europe for its distinctive style and contribution to art; and these two cities highlight that commitment. Visit Madrid (lively, energetic and vibrant - with a well earned reputation for its nightlife and cultural contributions with its diverse Spanish museums) and Barcelona (with dramatic buildings by famed artists Gaudi, the stunning Gothic Quarter and always on the biting edge of fashion, food, style and music while retaining and celebrating its own unique heritage). Catch a train between these cities.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
6 nights from $1,189*
Customize it 701 Customer Reviews
Discover the best of France and Italy!. Combine Paris (the romantic City of Lights; shopping, dining, museums) and Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and its delicious food) with an intercity flight.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
6 nights from $1,079*
Customize it 2008 Customer Reviews
Explore Thailand's iconic beauty - including its bustling cities and welcoming shores! Discover Bangkok (world famous for its high-rise buildings, floating markets, nightlife, and exotic Thai cuisine). Continue this sensory experience with a flight to the idyllic Phuket (the "Pearl of the South," a rain-forested and mountainous island with some of Thailand's most popular beaches).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
6 nights from $969*
Customize it 276 Customer Reviews
Our #1 Bestseller and Thailand first timer's favorite!. Visit Bangkok (with its Buddhist temples, palaces, floating markets, legendary nightlife and shopping). Then, fly to Chiang Mai (famous for its history, culture and ancient temples), and complete your journey with some days in Phuket (endless beaches and crystal-clear blue ocean).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
9 nights from $1,149*
Customize it 463 Customer Reviews
Explore one of the best Australia vacation packages; combining with intercity flights: Sydney the oldest and most sophisticated city in Australia featuring two of the most iconic structures on the planet, The Sydney Opera House and The Sydney Harbor Bridge; up next is Cairns, renowned as the gateway to two of the world's greatest natural attractions: the Great Barrier Reef and the Wet Tropics Rainforest, and Melbourne, Australia`s second largest city with its conservative and refined elegance.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
9 nights from $1,629*
Customize it 108 Customer Reviews
Samba and Tango in Brazil and Argentina!. This classic itinerary will take you from Rio de Janeiro (famed for its natural settings, its Carnival, samba, bossa nova, Christ the Redeemer and beaches like Copacabana and Ipanema), next to Iguassu Falls (the most dramatic and among the most monumental waterfalls in the world, tumbling over the cliffs on the border with the Argentine province of Misiones and Brazilian state of Parana) and finally, to Buenos Aires (to stroll in the streets of the Paris of South America and experience one of their Tango Shows). Flights and transfers connect these destinations.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
8 nights from $1,469*
Customize it 226 Customer Reviews
Our Peru #1 Best-Seller!. Visit Lima for a chance to taste its colonial and cosmopolitan sites and its unique and world renowned peruvian cuisine. Next, fly to Cuzco airport and immediately continue to the Sacred Valley, a magical land where Indian Markets and Incan Constructions mix with Corn Fields, the Andes Mountains, Picturesque Towns, Salt Mines and a Legendary river. Proceed to Machu Picchu, the new Wonder of the World. Finally, visit Cuzco City to discover more Incan and Colonial sites and enjoy lots of shopping and endless nightlife.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Includes:
7 nights from $1,469*
Customize it 384 Customer Reviews
Visit Costa Rica and make incredible memories, enjoying the best and most emblematic activities without a single worry. We make it possible with our action-packed and stress-free vacation package! You can focus on having fun because we've curated fun included and optional add-on adventures, including hiking near the famous Arenal Volcano and walking over hanging bridges in the rainforest canopy! We invite you to live "La Pura Vida!" as only Tripmasters can bring you in Costa Rica, make new friends, and enjoy the adventure of a lifetime! We take care of every detail to maximize your experience, and with our local support team, we ensure everything runs smoothly.
Pay attention to flight arrival and departure times. Depending on the flight schedule, you may want to stay overnight in San Jose. You can select this same package with an overnight stay in San Jose.
Why Visit Costa Rica with Tripmasters?
Daily departures for individuals, families, or small groups
No need to stay in San Jose! Go straight to Arenal
Select from several well-located hotels
Many more included and additional optional activities than other offerings
Local organic support staff throughout
Option to extend your stay at last destination
Includes:
5 nights from $1,159*
Customize it 3 Customer Reviews
6 nights from $929*
12 nights from $2,839*
12 nights from $1,579*
8 nights from $3,679*
7 nights from $1,879*
6 nights from $879*
My only suggestion from our entire trip would be to CLEARLY state that it is 76 stairs to the Il Bargello B&B. The accom ...
Read more - See this traveler's itinerary Traveled on: 03/24/2026 VIEW IT ›United was an absolute disaster to fly with. There were so many issues with cancelations, members of our family being pl ...
Read more - See this traveler's itinerary Traveled on: 08/07/2025 VIEW IT ›Transportation to excursions could be more punctual and hot springs should state that it was at a resort pool. Descripti ...
Read more - See this traveler's itinerary Traveled on: 02/01/2026 VIEW IT ›
11 nights from $1,729*
9 nights from $1,779*
8 nights from $1,369*
8 nights from $2,239*
9 nights from $2,189*
6 nights from $909*
5 nights from $869*
8 nights from $1,469*
7 nights from $1,469*
6 nights from $1,179*
