Vacation Planning Specialist
The Gypsy Travel
Job Description
Job Description
Flexible Schedule | Training Provided | Travel Perks
Do you love travel? Enjoy helping others? Looking for a flexible opportunity that fits around your life?
The Gypsy Travel & Cruise is expanding, and we're looking for motivated individuals who want to build a rewarding career as a Vacation Planning Specialist.
Whether you're changing careers, returning to the workforce, retired, or simply looking for a flexible work-from-home opportunity, we'd love to meet you. No prior travel industry experience is required—we provide comprehensive training and ongoing support.
What You'll Do- Help clients plan unforgettable vacations, cruises, and custom travel experiences.
- Book flights, hotels, cruises, resorts, tours, and excursions.
- Build lasting relationships with clients.
- Recommend destinations and travel experiences based on each client's needs.
- Respond to inquiries by phone, email, text, and social media.
- Stay informed about travel promotions and destination updates.
- Deliver exceptional customer service before, during, and after each trip.
- Passionate about travel
- Friendly and outgoing
- Self-motivated
- Organized and detail-oriented
- Comfortable learning new technology
- Strong communicator
- Customer-focused
- Coachable and eager to learn
That's okay!
We provide:
- Comprehensive training
- Ongoing mentorship
- Supplier education
- Marketing support
- Team collaboration
- Access to industry tools and resources
Work from anywhere
Flexible schedule
Be your own boss
Unlimited earning potential through commissions
Travel perks and industry discounts
Supportive team environment
Opportunities for personal and professional growth
Ideal BackgroundsExperience in any of these is a plus, but not required:
- Customer Service
- Hospitality
- Sales
- Education
- Healthcare
- Retail
- Administrative Support
- Event Planning
- Real Estate
- Military Spouses
- Retirees
- Stay-at-Home Parents
We specialize in creating unforgettable travel experiences—from luxury cruises and all-inclusive resorts to custom international vacations. Our mission is to make travel planning stress-free while helping our advisors build flexible, rewarding careers doing something they love.
- ...salaries and performance incentives ~ Team member referral program ~ Medical, dental, prescription, and vision insurance ~ Vacation, sick, and holiday pay ~401k with company match ~ Company-paid life insurance, long-term disability, and short-term disability...SuggestedContract workTemporary workWork at office
- ...01k Tuition reimbursement 13 paid holidays in addition to paid vacation and sick time Flexible spending Life Insurance, AD&D and Supplemental... ...compliance with company policies. The Buyer collaborates with Planning, Operations, Finance, and Supplier partners to execute...SuggestedWork experience placementFlexible hours
- 92F - Petroleum Supply Specialist - New Cash BonusJob Overview:You will be instrumental in establishing and maintaining a dependable... ....Benefits:Comprehensive Healthcare, Vision, and Dental plans.30 days paid vacation.90 days paid paternity and maternity vacation....SuggestedContract workPart timeImmediate startRelocation packageFlexible hours
- ...Planning Director Assistant This is a highly responsible, technical, and professional position with administrative duties assisting the Planning Director in the monitoring and management of the planning division. This position reports directly to the Planning Director...Suggested
- ...The Role Production Scheduler owns the day-to-day and week-to-week production schedule. This role turns demand and supply plans into real, executable schedules while balancing labor, materials, inventory, quality, safety, and compliance. You’ll be working with a high number...SuggestedWork at officeLocal areaFlexible hoursShift work
- ...Renew Cannabis Co. in Ocala, FL is seeking a Production Scheduler to translate demand and supply plans into actionable production schedules, balancing labor, materials, inventory, quality, safety, and compliance. You will work with many SKUs, shifting priorities, and real...Shift work
- ...role in solving real-world challenges. You'll apply your skills to deliver results that matter whether that's through engineering, planning or customer support. You'll work with purpose, learn every day and help shape a more sustainable future. What you'll do...Contract workShift work
- 92Y - Unit Supply Specialist - New Cash BonusJob Overview:We are looking for motivated record keepers with a passion for exceeding... ....Benefits:Comprehensive Healthcare, Vision, and Dental plans.30 days paid vacation.90 days paid paternity and maternity vacation....Contract workPart timeImmediate startRelocation packageFlexible hours
$20 - $24 per hour
Job Full Description Procurement Coordinator Pay: $20.00-$24.00 per hour Schedule: 9/80 Work Schedule Monday-Thursday: 7:00 AM - 4:30 PM (9-hour workdays) Friday: 7:00 AM-4:00PM - One Friday worked (8 hours) and the alternating Friday...Hourly payFor contractorsWork at officeFlexible hours- ...processing.Assist in identifying and evaluating suppliers within approved procurement systems.Support the development of procurement plans that align with organizational goals and operational needs.Assist with supplier negotiations, including pricing and turnaround times...Work at office
- ...75/ Hr. on W2 Job description PURPOSE OF THE JOB The plant buyer is accountable for M & S inventory management, materials planning, purchase order entry and supplier payments. The incumbent will have thorough knowledge of materials replenishment planning. He/she...Permanent employmentContract workWork at office
- Jobtailor is seeking reliable Waste Collection Assistants to serve apartment communities in Ocala, FL. You will collect bagged trash and cardboard, transport to on-site compactors, and stay active outdoors throughout your shift. The role requires owning a suitable vehicle...Long distanceShift work
$160k - $180k
COMPLEX DIRECTOR OF SALES & EVENTSLocation: Ocala, Florida Work Setup: Onsite Salary: $160,000-$180,000 + up to 25% bonus Employment Type: Full-Time, Direct Hire Relocation: Assistance and temporary housing availableSUMMARY The Complex Director of Sales & Events will lead...Full timeTemporary workRelocation packageNight shift- Summary Join a high-performing team and grow alongside the top 20% of real estate professionals across North America. As a Real Estate Buyer's Agent, you'll have access to a proven, time-tested system built to provide the structure, resources, and support needed...
$18.64 - $23.31 per hour
...accommodation or an alternative application process. Procurement Specialist I Full Time Dallas, TX, US 2 Attachments Salary Range: $18.64... ...love working with us: 85% company-paid medical for nontraditional plans, 65% company paid for traditional HSA and Limited Purpose/...Hourly payFull timeTemporary workRemote work- ...Government Affairs to make sure every interaction reinforces that Wire 3 cares in and for the communities we serve. RESPONSIBILITIES: Plan, staff, and execute local events across your region including both brand events (schools, festivals, civic gatherings, parades) and...Local areaTrial periodWeekend workAfternoon shift
- ...Job Description Job Description At Zinnia Wealth Management, we believe that financial planning is about more than just numbers; it is about helping our neighbors here in Ocala reach the milestones that matter most to their families. We are growing, and we are looking...Work at officeLocal area
- Job Description Job Description World Equestrian Center (WEC) – Ocala is a premier, luxury multi-venue destination offering world-class equestrian competition, upscale lodging and dining, and exceptional meeting and event spaces. In 2026, we expanded our portfolio...Full timeContract workNight shiftWeekend work
- Job Description Job Description The Sports Sales and Event Manager executes a sophisticated, storytelling-based business development strategy. This role rejects a transactional checklist format, instead weaving WEC’s high-performance infrastructure, premium hospitality...Contract workLocal areaImmediate startFlexible hoursNight shift
- Sports Sales & Event Manager – Ocala, FL Salary: 60-70k base plus commission structure Location: Ocala, FL Job Summary: Our client is seeking a highly motivated and relationship-driven Sports Sales & Event Manager to drive business development and revenue...Base plus commissionContract workFlexible hoursNight shift
- ...Management ~ Meets or exceeds budgeted REVPAR, ADR & Occupancy levels for the hotel. ~ Prepares and manages Center’s Annual Marketing plan. ~ Prepares departmental budget that correctly reflects the Center’s business plan. ~ Forecasts occupancy fluctuations and...Night shiftAfternoon shift
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Vacation Planning Specialist. Be the first to apply!



