Remote Itinerary Planner

Traveling with Tasha

Assist clients in planning and booking vacations, cruises, and more, while utilizing digital tools and online booking platforms.

Last checked on July 4, 2026. We may earn a commission when you click through.

The Remote Itinerary Planner position offers flexibility and the chance to help others create their dream vacations.

✓ Work from anywhere ✓ Engaging and dynamic role ✓ Training on digital tools is included

Remote Itinerary Planner

Traveling with Tasha

Updated 18 days ago

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New York Remote

The Remote Itinerary Planner position offers flexibility and the chance to help others create their dream vacations.

About this role

Assist clients in planning and booking vacations, cruises, and more, while utilizing digital tools and online booking platforms.

About the Company

Traveling with Tasha specializes in personalized travel planning services, aiming to create memorable experiences for clients.

Key Highlights

✓ Fully remote position
✓ Training provided for digital tools
✓ Opportunity to work with diverse travel preferences
✓ Flexible scheduling options
✓ Engage with clients to tailor their travel experiences

💡 Honest Take: This role is ideal for those passionate about travel but may not suit individuals who prefer structured office environments.

Pros

✓ Work from anywhere
✓ Engaging and dynamic role
✓ Training on digital tools is included
✓ Opportunity for creativity in travel planning
✓ Flexible hours

Cons

✗ May involve irregular hours based on client needs
✗ Requires a strong internet connection
✗ Commission-based earnings may vary
✗ Potentially high competition among planners
✗ Not suitable for those needing constant supervision

Best For: This position is for self-motivated individuals who thrive in a remote work setting and love the travel industry.

Watch Out: Prospective applicants should be prepared for the variability in income due to the commission structure.

Apply for this position →

You'll be redirected to talent.com

What Customers Say

Workers appreciate the flexibility and the chance to engage with clients, though some note the challenges of a commission-based income.

Expert Review

In the travel planning industry, roles like the Remote Itinerary Planner can be highly rewarding yet unpredictable. Traveling with Tasha offers a flexible work environment that allows agents to assist clients in curating their ideal vacations, from cruises to all-inclusive resorts.

One of the standout aspects is the training provided on various digital tools and booking platforms, enabling planners to efficiently cater to diverse client needs. This training can be invaluable for those new to the travel sector, allowing them to gain confidence quickly.

However, this role may not be for everyone. The commission-based pay structure means earnings can fluctuate significantly, depending on client bookings. planners must be comfortable managing their schedules, as client demands may require availability outside of traditional hours.

Overall, if you're passionate about travel and enjoy the challenge of personalized service, this role has the potential to be fulfilling. Yet, individuals seeking a steady paycheck might find the income variability challenging. The company's focus on client satisfaction ensures a rewarding experience for those who thrive on helping others create unforgettable journeys.