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Group Travel
Travel Better Together
The joy of shared experiences
There's something magical about experiencing the world's wonders with the people who matter most to you. At On The Fly Vacations, we specialize in creating group travel experiences that bring people together while exploring amazing destinations.
Whether you're planning a family reunion, a friends getaway, a church group outing, or an organization trip, our expertise in coordinating group travel ensures that everyone enjoys a seamless, memorable experience. We understand our group travelers' unique dynamics and needs and create itineraries that resonate with your interests and preferences.
From the majestic landscapes of Alaska to the cultural richness of South Africa, from luxury cruises to customized land tours, we handle all the complex details of group travel so you can focus on creating lasting memories together.
Group Travel Opportunities
Perfect for every type of group

Family Reunions
Bring generations together for meaningful connections in beautiful destinations. Our family reunion packages include activities for all ages, group dining arrangements, and special celebration options to honor your family's heritage and create new traditions.
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Multi-generational activity planning
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Family celebration arrangements
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Group photo opportunities
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Family heritage experiences
Church & Faith Groups
Combine spiritual growth with exploration on a church group journey. We create travel experiences that align with your faith community's values while providing opportunities for fellowship, worship, and service in destinations around the world.
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Faith-based itineraries
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Group worship arrangements
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Service opportunity coordination
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Religious site visits


Friend Groups
Turn "someday we should travel together" into reality with our friend group packages. Whether it's a milestone birthday celebration, an annual getaway tradition, or just because, we'll create the perfect balance of group activities and individual flexibility.
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Celebration planning
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Flexible itineraries
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Group dining experiences
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Shared adventure activities
Professional Organizations
Combine professional development with exceptional travel experiences. From sororities and fraternities to professional associations and alumni groups, we create journeys that strengthen bonds while exploring new destinations.
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Meeting space coordination
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Professional development activities
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Networking opportunities
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Organization-specific traditions

Popular Group Destinations
Perfect settings for your group experience
Alaska Group Cruises
Experience the majesty of Alaska's glaciers, wildlife, and pristine wilderness together. Our group cruise packages include private excursions, group dining arrangements, and onboard celebration options.
South Africa Heritage Tours
Connect with your roots on a group journey through South Africa. From safari adventures to cultural heritage experiences, these trips create powerful shared memories.
Caribbean Cruise Groups
Enjoy tropical paradise with your group on a Caribbean cruise experience. Perfect for family reunions, milestone celebrations, and organization retreats.
European Cultural Tours
Explore Europe's rich history, architecture, and cuisine as a group. Our European packages include Black heritage sites and experiences throughout the continent.
Benefits of Group Travel
Why traveling together makes sense
Cost Savings
Group travel often means special rates on accommodations, transportation, and activities. The more people in your group, the more you can potentially save.
Exclusive Experiences
Gain access to private tours, special events, and unique experiences that aren't available to individual travelers.
Shared Planning
Distribute the work of planning among group members, with our expert guidance to ensure everything runs smoothly.
Strengthened Relationships
Create lasting bonds through shared experiences, challenges, and discoveries that bring your group closer together.
Shared Memories
Create memories that can be reminisced about for years to come, with photos and stories that preserve your journey together.
Group Travel FAQ
Common questions about group travel
How many people do we need to qualify for group rates?
Group rates typically begin with as few as 10 travelers, though the specific number varies by destination, cruise line, and season. Larger groups of 16 or more often qualify for additional benefits such as complimentary spots for group leaders, private excursions, and exclusive onboard or resort amenities.
How far in advance should we plan our group trip?
For optimal availability and pricing, we recommend planning group trips 12-18 months in advance, especially for popular destinations and cruise sailings. This timeline allows for securing group space, coordinating payments from multiple travelers, and planning special events or excursions. However, we can also accommodate groups with shorter planning windows when necessary.
Can group members pay individually?
Yes! We offer individual payment options for group members, allowing each traveler to manage their own reservations and payments while still being part of the group booking. This removes the burden from the group leader of collecting payments and provides flexibility for each traveler's budget and preferences.
Can you accommodate special dietary needs for our group?
Absolutely. We coordinate with cruise lines, resorts, and tour operators to accommodate all dietary requirements including vegetarian, vegan, gluten-free, kosher, and allergy-specific needs. For group meals and events, we ensure that everyone's dietary preferences are respected and accommodated.
What if some group members want different room categories or flight options?
Our group bookings are flexible, allowing travelers within the same group to select different accommodation categories, flight options, and even add pre/post extensions while still participating in all group activities and benefits. This ensures everyone can travel according to their budget and preferences.
Do you offer payment plans for groups?
Yes, we offer customized payment plans for groups, allowing members to make deposits and payments over time leading up to the final payment date. This makes group travel more accessible and helps with budgeting for larger trips.