Anna Maria Island Vacation Packages

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Your Anna Maria Island Vacation

Secure a vacation package to Anna Maria Island and enjoy travel on your own terms. You'll be charmed by its watersports, coastal beaches and fishing. Get your trip to Anna Maria Island off to a flying start by exploring its best cities. Bradenton Beach is one you cannot miss. Whether you're planning to travel for a few days or a few weeks, Expedia are here to help you organize your next dream Anna Maria Island vacation.

Top Anna Maria Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Cedar Cove Resort and Cottages
CW Hotel
The Sarasota Modern, a Tribute Portfolio Hotel
Hibiscus Suites - Gateway to Siesta Key

Where to stay in Anna Maria Island

Find the best Anna Maria Island areas and neighborhoods for the activities you enjoy most. Learn more about Anna Maria Island

Things to do near Anna Maria Island

Anna Maria Island is perfect for a family beach vacation, offering a variety of activities such as relaxing at resorts, exploring recreational areas, and shopping at local centres. Popular experiences include delightful beach vacations, exciting day trips, hour-long dolphin cruises, and thrilling parasailing adventures. Enjoy the beautiful outdoors and create lasting memories on this enchanting island.

Shopping

For a unique shopping experience, visit Red Barn Flea Market Plaza, 14.5km from Anna Maria Island, offering a lively atmosphere. Closer by, West Coast Surf Shop, 966m away, features surf gear, while Bridge Street, 4.8km away, boasts family-friendly shops and local treasures.

Recreation

At IMG Bollettieri Tennis Academy, immerse yourself in a vibrant sports environment with top-notch tennis facilities. Enjoy a theatrical experience at the Island Players, where culture and family entertainment come alive. For ultimate relaxation, visit Aluna Wellness Center & Spa for rejuvenating treatments and serene wellness vibes.

Adventure

At AMI Paddleboard Adventures, experience the thrill of paddleboarding in serene waters, located 966m from Anna Maria Island. For underwater excitement, dive into Blue Water Explorers, 4.8km away. If you’re looking for family fun, head to Astro Skate and Fun Center, situated 16.1km from the island.

Nightlife

The nightlife in Anna Maria Island offers a charming blend of beachside bars and casual eateries. Enjoy live music at The Sandbar, or unwind with a cocktail at the Beach House. For a laid-back vibe, visit the local pubs and savor the sunset views along the coast.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Anna Maria Island

Anna Maria Island, Florida, is an ideal destination for families seeking beach and outdoor adventures. With its captivating beaches, historical museums, and cultural attractions, visitors can immerse themselves in both relaxation and exploration. Whether you're interested in soaking up the sun or delving into local history, Anna Maria Island offers a delightful blend of activities for every traveller. Don't miss the chance to discover the popular attractions along Anna Maria Beach during your stay.

  • Bean Point Beach: Located 4.8km from Anna Maria Island, Bean Point Beach offers stunning scenery and a tranquil atmosphere. This serene spot is perfect for unwinding, swimming, or enjoying a picturesque sunset, making it an ideal escape for beach lovers.
  • IMG Academy: Situated 12.9km away, IMG Academy is renowned for its elite sports training and educational programs. While primarily a sports academy, its expansive grounds and facilities provide a unique insight into the world of athletic excellence.
  • Bradenton Beach: Just 4.8km from Anna Maria Island, Bradenton Beach boasts vibrant beach vibes and a lively atmosphere. With ample opportunities for water sports, sunbathing, and beachside dining, it’s a popular destination for both relaxation and adventure.

Best time to go to Anna Maria Island

The best time to visit Anna Maria Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Anna Maria Island falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Anna Maria Island falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.4°F (16.900000000000002°C)Light RainMostly SunnyAverageAverage
February64.8°F (18.2°C)No RainMostly SunnyAverageSlightly High
March67.8°F (19.9°C)No RainMostly SunnyModerately HighSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyModerately HighAverage
July83.1°F (28.4°C)Light RainMostly SunnyModerately HighAverage
August83.7°F (28.700000000000003°C)Light RainMostly SunnyAverageAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowSlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Anna Maria Island

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Anna Maria Island.
  • Consider traveling to Anna Maria Island during the low season (September to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Ready to book your vacation to Anna Maria Island?

 

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Anna Maria Island Hotel Deals

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
101 22nd St Bradenton Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $288 per night from Jul 19 to Jul 20
CA $288
CA $365 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (666 reviews)
"Great location for what we needed"

Reviewed on Jul 13, 2026

Tropic Isle at Anna Maria Island Inn
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2 out of 5
2305 Gulf Dr N Bradenton Beach FL
The price is CA $293 per night from Aug 10 to Aug 11
CA $293
CA $371 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (164 reviews)
"Everything was neat, clean, and well-maintained. The staff was helpful and friendly. The problem is that we did not receive the room and amenities that were advertised on the website. While the pictures showed a kitchenette, our room only had a small refrigerator and nothing else. The ad showed the ..."

Reviewed on Jul 13, 2026

The Retreat at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
202 1st St N Bradenton Beach FL
The price is CA $257 per night from Jul 16 to Jul 17
CA $257
CA $325 total
Jul 16 - Jul 17
includes taxes & fees
9.2/10 Wonderful! (431 reviews)
"Amazing with extremely helpful staff"

Reviewed on Jul 13, 2026

Pelican Post at Anna Maria Island Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Anna Maria Island attractions

What to do in Anna Maria Island

Frequently asked questions

How much does an Anna Maria Island vacation package cost?
Get ready to book, because a trip to Anna Maria Island starts from just CA $830. When you combine your hotels, flights and car rentals into a travel package, you'll score the best prices.
How do I get a cheap travel package to Anna Maria Island?
It's easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into an Anna Maria Island vacation package to save loads of cash. Score even more bargains when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your own way. We offer more than 550 airlines and 1,000,000 hotel options globally, so that everyone has a chance to travel and live out those vacation dreams.
How far in advance should I book my Anna Maria Island vacation?
It's always wise to book early. Air carriers usually release flight tickets up to 12 months prior to departure, and this is an excellent opportunity to pick up some of the cheapest prices. Just been told you need to take your vacation time in a few weeks? That's fine too — Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Anna Maria Island travel package include?
From flights and hotels to rental cars, Expedia can help you craft an Anna Maria Island package that suits you. Vacationing for a few weeks? Check out a rental car, hotel and flight bundle. If you're taking a short break, an airfare and hotel deal could suit you better. Experiences can also be added once you've made your booking. Our packages make it a cinch to plan and save.
What should I know before booking an Anna Maria Island travel package?
Whether it's adventure or relaxation you're chasing, an Anna Maria Island vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Anna Maria Island Expedia vacation package?
Yes, and with more than 550 airlines to select from globally, you're not short on choice. Have a look through the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Anna Maria Island vacation package?
We totally get it — life sometimes gets in the way of your plans. If you've locked in an Anna Maria Island vacation package and need to cancel or amend it, we're here to help. It's always worth visiting our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.