Let's start planning your perfect travel experience
We're here to help with your travel dreams
Speak directly with one of our travel specialists
516-473-6940Monday-Friday: 9am-6pm ET
Saturday: 10am-2pm ET
Send us your travel questions and ideas
hello@ontheflyvacations.bizWe respond to all emails within 24 hours during business days
Book a personalized travel planning session
Schedule NowVirtual and phone consultations available
Tell us about your travel dreams
Our team of travel experts is ready to help
Cruise & Luxury Specialist
With extensive experience in cruise vacations and luxury travel, Michelle can help you find the perfect cruise itinerary or premium travel experience.
Contact MichelleAlaska Travel Expert
James specializes in Alaska cruises, land tours, and wilderness experiences. His firsthand knowledge ensures you'll experience the best of The Last Frontier.
Contact JamesAfrica Specialist
Born in South Africa, Tanya brings authentic insights to African travel experiences, from safaris to cultural heritage journeys across the continent.
Contact TanyaGroup Travel Coordinator
Planning a family reunion, friend getaway, or organization trip? Marcus specializes in coordinating seamless group travel experiences for groups of all sizes.
Contact MarcusCommon questions about working with us
We operate on a consultation fee model that ensures we can provide personalized, high-quality service. Our initial consultation is complimentary, and if you decide to work with us, we charge a planning fee that varies based on the complexity of your trip. This fee is often applied as a credit toward your final booking. For simple bookings like standard cruises, we may waive the fee entirely.
For optimal availability and pricing, we recommend contacting us 6-12 months before your desired travel date, especially for popular destinations during peak seasons or for group travel. However, we can also accommodate last-minute bookings when availability permits. The earlier you reach out, the more options we'll have to create your perfect experience.
To make the most of your consultation, it helps to have a general idea of your destination interests, travel dates (even if approximate), budget range, number of travelers, and any must-have experiences or accommodations. Don't worry if you're uncertain about some details—part of our job is helping you explore options and make these decisions.
Yes! We understand that travel is an investment, and we offer flexible payment plans for most bookings. Typically, this involves an initial deposit followed by scheduled payments leading up to your final payment date. The specific payment schedule depends on your travel provider's policies, but we work to create a plan that fits your budget and timeline.
Within 24 business hours of submitting your inquiry, one of our specialists will contact you to schedule an initial consultation. This can take place by phone, video call, or email, depending on your preference. During this consultation, we'll discuss your travel interests in detail and begin exploring options that match your vision and budget.
Absolutely! We provide comprehensive support before, during, and after your journey. You'll have access to emergency contact information and assistance throughout your trip. Whether you need to make last-minute changes, have questions about your itinerary, or encounter unexpected challenges, we're here to ensure your travel experience is smooth and enjoyable.
Schedule an in-person consultation
Office Hours:
Monday-Friday: 9am-6pm ET
Saturday: 10am-2pm ET
Sunday: Closed
Parking: Complimentary parking available in the building garage. Please bring your ticket for validation.
We welcome in-person consultations at our office. Please schedule an appointment so we can ensure the appropriate specialist is available to assist you.
Request Appointment