On CheapTickets, you can find package deals in Florida as low as $269!
July, March, April are very popular times to visit Florida.
If you're looking for cheap vacations to Florida, September is the best time to visit Florida.
Prices for Florida vacations can peak during March.
We have found December, October, November to be the least-crowded time of the year to visit Florida.
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Reset and recharge with your loved one during a romantic weekend getaway in Florida, where you’ll be based in Anna Maria Island, a barrier island in the Gulf of Mexico.
At a glance:
Day 1: Evening on Anna Maria Island
The closest airport to Anna Maria Island is Sarasota-Bradenton International Airport, a 30-minute drive to the mainland via shuttle. Depending on what time you arrive, head out for a meal or unwind at your hotel.
Where to stay: For blissful Florida vacations, the waterfront hotels on Anna Maria Island are ideal. Options include the 1930s-style Bungalow Beach Resort with a heated pool, or the Bali Hai Beachfront Resort and Spa, which has a cocktail lounge and private beach. Whatever hotel you choose, you can make this an affordable romantic getaway with our Florida package deals.
Transportation: Once you get to Anna Maria Island, which is just 7 miles long, it’s possible to get around without spending a dime. A free trolley service covers most of the island and runs every 20 minutes from early in the morning until late evening. You could also rent bicycles or a golf cart.
Day 2 Morning: South Anna Maria Island
Day 2 Afternoon and Evening: North Anna Maria Island
^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.