Inspired Travel & Vacation Planning & Special Events

An Exclusive Travel Boutique

To Travel Is to Inspire

And To Be Inspired

Book A Little Sunshine is Anna Maria Island’s premier concierge and vacation planning service provider helping visitors to Anna Maria and the surrounding Gulf region experience it like never before. We draw upon over 30 years of adventure travel and tourism experience in offering only the highest quality, individually tailored and off-the-beaten path experiences and service offerings.

We invite you to visit our Inspired Itineraries, Local Expert Blogs and Event Calendar to see firsthand all that there is to see, do and experience while staying here with us. Experience the difference

Life Is A Trip

Plan Your Next Vacation

There is undoubtedly so much to see, do and experience while visiting Anna Maria Island and the surrounding Gulf region. While staying with us and taking in our tropical paradise we are sure that you are going to fall in love with our seven-miles of white-sand beaches, crystal blue waterways and back in time way of life.

We invite you to utilize our vacation planning tools below or contact us direct and we can take care of the planning for you.

Featured Destination

Anna Maria Island

Visit us and experience the relaxing ambiance of Florida’s incomparable Anna Maria Island, a unique barrier island on the Gulf of Mexico, where an easy-going “old Florida” charm can still be found.

Whether you want to loll on Holmes Beach, Segway along the Coquina Trail, fish for the ‘big ones’ or share the gentle Gulf of Mexico waters with dolphins and manatees – it’s all outside your door. At the end of the day, you’re likely to find yourself toasting an unforgettable sunset and wondering if stress was really just an illusion.


Award Winning

Small Business of the Year

2018 Longboat Chamber of Commerce Small Business of the Year

2017 Longboat Chamber of Commerce Small Business of the Year 3rd Place Winner

2016 Anna Maria Chamber of Commerce Small Business of the Year

Recognized by VISIT FLORIDA as a Certified Travel and Information Center