Cuba Travel Services — Expert Planning & Booking

Plan meaningful Cuba travel with expert guidance from Calusa Marketing, combining itinerary strategy, group coordination, booking support, and white glove service. From Havana’s historic streets to incentive trips with complex logistics, our team helps eligible travelers and organizations simplify arrangements, manage details, and create memorable experiences backed by proven travel fulfillment expertise.

Cuba travel planning and booking

Our Cuba Travel Services

Custom Cuba travel planning, booking, and fulfillment support for incentive, group, and premium travel programs.

Group Travel

Plan memorable Cuba group experiences for executive retreats, President’s Club trips, conferences, and loyalty programs with coordinated bookings, confirmations, traveler support, and experience logistics handled end to end.

Incentive Travel

Reward top performers or valued customers with Cuba travel incentives designed around your goals, audience, budget, and desired experience while Calusa Marketing manages logistics and customer service.

Luxury Experiences

Create premium Cuba travel experiences with custom activities, elevated accommodations, curated dining, guided tours, and special arrangements for VIP customers, sales winners, or executive groups.

Travel planner reviewing Cuba itinerary

Our Cuba Travel Planning Process

Define Your Travel Goals

We begin by clarifying your audience, reward purpose, travel window, budget, and desired Cuba experience. For eligible trips, we also identify practical travel considerations early so the plan supports both participant excitement and smooth coordination.

Design the Cuba Experience

Coordinate Bookings and Logistics

Support Every Traveler

Review Program Results

Trusted By Leaders

Client Success

Organizations trust Calusa Marketing to simplify complex incentive programs and deliver memorable travel experiences.

"A big shoutout to John and the Calusa Marketing team for their outstanding work! They impressed me with their professionalism, responsiveness, and clear communication throughout the entire project. Their team was always available to address my questions and provided consistent updates on progress. I was particularly impressed by their creative..."

Jack Chamiga
Jack Chamiga
The Calusa Difference

Why Choose Calusa Marketing?

Calusa Marketing combines travel buying power, program strategy, and hands-on fulfillment.

Experience

Over 75 years combined experience in incentive marketing, travel fulfillment, and reward program management.

White Glove

We manage bookings, confirmations, customer service, options, and upgrades so your team stays focused.

Custom Planning

Programs are shaped around your audience, goals, budget, and desired Cuba travel experience.

Proven Results

Calusa Marketing manages 1,000+ programs with a documented 99% client retention rate.

Meet The Calusa Team

Experienced incentive travel specialists with proven fulfillment expertise.

Portrait of Mike Giroud, President of Calusa Marketing

Mike Giroud

President

Mike Giroud serves as President of Calusa Marketing, the St. Petersburg, FL-based incentive marketing firm he has helped grow since its founding in 2015. With deep roots in loyalty and engagement program strategy, Mike provides executive leadership across all facets of the business, from platform development to client relationships. Under his direction, Calusa Marketing has grown to manage over 1,000 programs serving more than 500,000 members while maintaining a 99% client retention rate. Mike is committed to delivering results-driven incentive solutions that help clients generate leads, inspire sales teams, and improve retention — all backed by decades of combined industry experience and a culture built on integrity, accountability, and perseverance.

Portrait of Alex Philips, EVP of Sales at Calusa Marketing

Alex Philips

EVP, Sales

Alex Philips is the Executive Vice President of Sales at Calusa Marketing, where he leads the company's national sales strategy and client acquisition efforts across a broad range of industries. With extensive experience in loyalty and incentive marketing, Alex works closely with prospects and existing clients to design programs that drive measurable results — from increased customer spend to improved employee retention. He brings a consultative approach to every engagement, ensuring that each program is tailored to the client's specific goals and budget. Alex is a key driver behind Calusa Marketing's impressive growth and its reputation for delivering high-impact incentive solutions with white glove service.

Portrait of Jon Riggleman, EVP at Calusa Marketing

Jon Riggleman

EVP

Jon Riggleman serves as Executive Vice President at Calusa Marketing, playing a pivotal role in the company's strategic direction and operational excellence. With a career steeped in loyalty, engagement, and incentive program management, Jon brings a wealth of knowledge that contributes to Calusa Marketing's over 75 years of combined team experience. He works across departments to ensure that client programs are executed with precision, accountability, and measurable outcomes. Jon is deeply committed to the company's core values and is instrumental in maintaining the high standards of service that have earned Calusa Marketing a 99% client retention rate and a reputation as a trusted partner across multiple industries.

Portrait of Evan Blake, VP of Technology at Calusa Marketing

Evan Blake

VP, Technology

Evan Blake is the Vice President of Technology at Calusa Marketing, overseeing the development and management of the company's cloud-based SaaS reward platforms. Evan ensures that Calusa Marketing's technology solutions remain cutting-edge, user-friendly, and seamlessly deployable — requiring no integration and no app download for clients or their customers. His technical expertise enables rapid program configuration and easy ongoing management, giving clients a competitive edge in their loyalty and incentive initiatives. Evan is passionate about leveraging technology to reduce operational burden while maximizing program effectiveness, and his work is central to Calusa Marketing's ability to serve over 1,000 programs across diverse industries nationwide.

Portrait of Tom Rocca, VP and Advisory Board Member at Calusa Marketing

Tom Rocca

VP / Advisory Board

Tom Rocca serves as Vice President and a member of the Advisory Board at Calusa Marketing, bringing decades of strategic insight and industry expertise to the organization. In his dual role, Tom both contributes to day-to-day leadership and provides high-level guidance that shapes the company's long-term vision. His experience across loyalty, incentive marketing, and reward fulfillment is a cornerstone of Calusa Marketing's 75+ years of combined team knowledge. Tom is a trusted voice in shaping client program strategies that deliver lasting results, and his commitment to excellence and integrity reflects the values that have made Calusa Marketing a recognized leader in incentive and engagement solutions.

Portrait of Alex Brown, Sales Director at Calusa Marketing

Alex Brown

Sales Director

Alex Brown is a Sales Director at Calusa Marketing, responsible for identifying and developing new business opportunities while building lasting relationships with clients across a variety of industries. Alex brings a client-first mindset to every conversation, taking the time to understand each organization's unique challenges and goals before recommending an incentive program solution. With expertise spanning loyalty programs, digital punch cards, gift card solutions, and travel incentives, Alex helps clients unlock new revenue streams and motivate both their employees and customers. His dedication to delivering results and his collaborative approach make him a valued partner for businesses seeking to grow through strategic incentive marketing.

Portrait of Thomas Ris, Sales Director at Calusa Marketing

Thomas Ris

Sales Director

Thomas Ris is a Sales Director at Calusa Marketing, where he works with clients across multiple sectors to design and implement incentive programs that drive meaningful business outcomes. Thomas brings a data-driven approach to sales, aligning program structures with each client's specific performance goals to ensure measurable ROI. Whether working with HVAC distributors, media companies, or retail organizations, he takes pride in crafting solutions that are fast to deploy, cost-effective, and easy to manage. Thomas embodies Calusa Marketing's commitment to diligence and perseverance, consistently going above and beyond to ensure that every client program is set up for long-term success.

Portrait of Brigitt Barclay de Tolly, Sales Director at Calusa Marketing

Brigitt Barclay de Tolly

Sales Director

Brigitt Barclay de Tolly is a Sales Director at Calusa Marketing, bringing a dynamic and personalized approach to helping clients build and execute impactful incentive and loyalty programs. She specializes in understanding the nuanced needs of businesses across diverse industries, from vacation ownership and timeshare companies to blood donation centers and call center operations. Brigitt is known for her consultative style and her ability to match clients with the right combination of platform tools, reward offerings, and fulfillment services. Her commitment to customer satisfaction and her passion for driving results make her a trusted advisor and a key contributor to Calusa Marketing's exceptional 99% client retention rate.

Portrait of Caitlin Knight, Director of Fulfillment at Calusa Marketing

Caitlin Knight

Director, Fulfillment

Caitlin Knight serves as Director of Fulfillment at Calusa Marketing, overseeing the end-to-end delivery of rewards, travel incentives, and gift card programs for clients and their program members. Caitlin ensures that every incentive is fulfilled accurately, promptly, and with the high standard of care that Calusa Marketing is known for. She manages travel bookings, confirmations, and fulfillment logistics, allowing clients to focus on their core business while Calusa handles the operational details. Caitlin's meticulous attention to detail and her dedication to delivering a seamless experience for program members are central to the company's ability to reduce client operational burden and maintain its reputation for white glove service.

Portrait of Jeanna Ortiz, Customer Service Specialist at Calusa Marketing

Jeanna Ortiz

Customer Service

Jeanna Ortiz is a Customer Service specialist at Calusa Marketing, serving as a frontline representative for the company's commitment to exceptional support available seven days a week. Jeanna assists program members and clients with inquiries related to rewards, travel incentives, digital punch cards, and gift card programs, ensuring every interaction is handled with professionalism, warmth, and efficiency. Her dedication to resolving issues quickly and thoroughly reflects Calusa Marketing's core value of integrity — putting customer satisfaction at the center of everything the company does. Jeanna plays a vital role in sustaining the trust and loyalty of the more than 500,000 program members Calusa Marketing proudly serves.

Portrait of Kali Velazquez, Billing Specialist at Calusa Marketing

Kali Velazquez

Billing Specialist

Kali Velazquez is a Billing Specialist at Calusa Marketing, responsible for managing invoicing, payment processing, and financial accuracy across the company's portfolio of over 1,000 client programs. Kali brings precision and reliability to her role, ensuring that billing operations run smoothly and that clients have a clear, transparent view of their program costs. Her attention to detail and commitment to accuracy support Calusa Marketing's promise of being a true partner — one that clients can trust not only for results but for straightforward and professional financial management. Kali's work behind the scenes is essential to the seamless experience that has helped Calusa Marketing achieve its outstanding client retention record.

Frequently Asked Questions

What tour company goes to Cuba?

Calusa Marketing supports expert planning and booking for incentive, group, and custom travel programs, including eligible Cuba travel experiences. The team handles travel coordination, confirmations, customer service, and experience logistics. For Cuba specifically, travelers should expect additional compliance considerations, so planning should begin with a clear trip purpose, participant list, desired itinerary, and timing.

Can Calusa Marketing plan group travel to Cuba?

What is included in Cuba travel planning and booking?

How far in advance should we plan Cuba travel?

Are Cuba travel incentives transferable?

Do you handle traveler questions and customer service?

Can you create luxury Cuba travel experiences?

How is Cuba travel pricing determined?

Still Have Cuba Travel Questions?

Get practical answers before you launch your travel program.

Trusted Expertise

Awards and Recognition

IMA membership badge

IMA Member

Recognized incentive marketing industry membership.

ARDA membership badge

ARDA Member

Travel and vacation ownership industry affiliation.

Client retention trust badge

99% Retention

Proven retention across managed client programs.

Start Planning Your Cuba Travel Experience

Tell us about your travel goals, group size, timing, and budget. Our team will review your needs and help outline practical next steps.

Contact Us Today

For immediate assistance, feel free to give us a direct call at (727) 999-3122. You can also send us a quick email at sales@calusamarketing.com.