Cheap Vacations in Florida

Insider tips for Florida travel

Florida weekend getaways for couples

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:

• Where: Anna Maria Island
• Hotel: 1 hotel, 2 nights total
• Transportation: Airport shuttle, free trolley service

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

• Visit historic Bridge Street in the town of Bradenton Beach to browse galleries and shops
• Head to Coquina Beach and explore Leffis Key Preserve
• Snorkel near the piers between Coquina and Bradenton beaches

Day 2 Afternoon and Evening: North Anna Maria Island

• Hop on the trolley to reach the town of Anna Maria
• Anna Maria Island Historical Society
• Bean Point at the island’s northern tip is a great spot for wildlife spotting
• Go to the Sandbar, a seafood restaurant right on the beach

Day 3

• Browse the Bridge Street Market
• Relax on your hotel’s private beach or at Cortez Beach
• Indulge in a couple’s massage at one of the island’s wellness centers
• Splurge on a dolphin boat tour from Holmes Beach

^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.