LGBTQ+ group adventures designed for connection, growth, and unforgettable detours. Find your next adventure for 2026!
Find Your Next SideQuest
Fall 2026
Southern Italy: Rome to Sorrento
September 20th-26th, 2027
2 Spots
Left
Winter 2027
Colombia: Medellín to Cartagena
February 6th-12th, 2027
Colombia: Medellín to Cartagena
January 27th-February 1st, 2027
Bend Winter PrideFest
March 3rd-7th, 2027
Northern Vietnam: Hanoi,
Ninh Binh & Ha Long Bay
March 15th-21st, 2027
Spring 2027
South Africa: Cape Town & Safari in Kruger National Park
April 17th-25th, 2027
Japan Gay Group Trip
March 23rd-30th, 2027
Bali: LGBTQ+ Group Trip
from Ubud ot Sanur
April 17th-25th, 2027
Summer 2027
Peru: Lima, Cuzco &
Machu Picchu
July 11th-18th, 2027
Sicily Italian Island Adventure
September, 2027
Morocco: Marrakech to the Sahara Desert
September 28th-October 6th, 2027
New for 2027:
2 Spots Left!
Southern Italy -
Rome to Sorrento
Explore the heart of Italy on a 7-day trip made for connection—from Rome’s bold spirit to the Amalfi Coast’s sun-drenched magic.
September 20th-26th, 2026
$3,395
South Africa: Cape Town to Kruger
A 9-day, 8-night, once in a lifetime all inclusive epic adventure from Cape Town to a luxury Safari in South Africa’s most prized national park. Confirm by June 26th, 2026!
April 17th-25th, 2027
$9,647
Only a few
spots left!
Northern Vietnam
Join host Ryan on a journey of a lifetime through North Vietnam. From the bustling streets of Hanoi, to the otherworldly landscapes of Ninh Binh and Ha Long Bay!
Dates: March 14th-20th, 2027
$2,395
Bali (Ubud to Sanur)
Immerse yourself in the lush green landscapes of Ubud and unwind with some beach time in Sanur. Waterfalls, temples, monkeys, food tours and more!
Dates: May 20th-26th, 2027
$2,895
Always On Adventures:
Best of Japan
Embark on a 8-day, 7-night journey through Tokyo, Kyoto, Nara and Osaka, navigating the heart of Japan's cultural, historical, and culinary landscapes. This trip is all about self-discovery!
Ride the Shinkansen, 4-star accommodations, food tours and admission to top sights!
March 23rd-30th, 2027
$4,599
Colombia:
Medellín to Cartagena
Join this 7-day adventure of a lifetime from Medellín to Cartagena. After an incredible tour in 2026, we decided to bring it back with even more! Do Colombia in style in 4 & 5 star hotels, a private sunset dinner party by catamaran, and more.
February 6th-12th, 2027
$4,199
Save
$200!
Peru: Lima, Cuzco &
Machu Picchu
Join SideQuests host Ryan on an 8-day expedition through Peru's most iconic landscapes. This trip is the ideal balance of ancient history, incredible food, jaw-dropping views, and time to connect… plus, seeing one of the 7 wonders is unforgettable!
July 11th-18th, 2027
$3,899
Coming Soon
Click a destination and sign up on its interest form to receive earliest access when the trip is released!
Morocco
September, 2027
Sicily
September, 2027
Whistler Winter Pride
January, 2027
ABOUT OUR LGBTQ+ GROUP TRAVEL INITIATIVE:
In 2024, we launched our new LGBTQ+ community-based group travel program. Over the last year, we’ve created a community of over 200,000 LGBTQ+ individuals who love to travel, for the sake of community! Now we’re strengthening this growing initiative by hosting gay group trips that are not only centered around seeing a beautiful destination, but connecting in meaningful ways as we make lifelong memories.
Not sure which trip is right for you?
