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.
Innisbrook Resort

Innisbrook Resort

CA $1,007
per person
Oct 14 - Oct 21
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very good! (1,006 reviews)
Always the best!! Our favorite place to stay in Tampa.

Reviewed on Aug 26, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,375
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.6/10 Exceptional! (1,165 reviews)
Super clean and modern. Very pleased with the space for the family of 5. Amazing pool and beach amenities 😁

Reviewed on Aug 27, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

CA $1,612
per person
Oct 20 - Oct 27
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,754 reviews)
Captiva Beach Resort

Captiva Beach Resort

South Village
CA $1,242
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,299 reviews)
Our stay was perfect! The room was beautiful with good AC and very clean. Housekeeping went above and beyond. Very close to the beach and the free trolley to the village. It was very quiet and we enjoyed great sleeps. This was our second time here and I can only hope we get to come back again.

Reviewed on Aug 27, 2026

The Westin Sarasota

The Westin Sarasota

Central Sarasota
CA $1,533
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,150 reviews)
Maybe needed as second pool and microwaves in the rooms

Reviewed on Aug 27, 2026

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
An aerial view of a beach with numerous umbrellas and people, a clear blue ocean, and a cityscape in the background.

Ilexhurst

If you're spending some time in Ilexhurst, Anna Maria Sound and Bradenton Beach are top sights worth seeing.

A wooden pier extending into a body of water with a clear blue sky above.

Bridge Street

1 out of top 10 points of interest in this area

While visiting Bridge Street, you might make a stop by sights like Bradenton Beach and Bridge Street.

A beach with sand dunes and tall grasses at sunset.

Key Royale

While Key Royale might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bradenton Beach and Anna Maria Island Museum and Historical Park.

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?

Choose your dates

Anna Maria Island Hotel Deals

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL
CA $349
CA $441 total
Aug 30 - Aug 31
includes taxes & fees
Bali Hai Beachfront Resort and Spa
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL
CA $206
CA $261 total
Sep 22 - Sep 23
includes taxes & fees
9.2/10 Wonderful! (450 reviews)
"Loved this place! Perfect location and really cute space with nice amenities. Really happy to of found this place and will definitely be back"

Reviewed on Aug 26, 2026

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

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL
CA $194
CA $245 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (194 reviews)
"Disappointed , in the description it’s says private patio and pool well when sitting out there we could see our neighbors next to us (8ft away)The private pool was 2 BLOCKS away which is definitely not in the description. The staff was really friendly and rooms were clean but not enough amenities ..."

Reviewed on Aug 27, 2026

The Retreat at Anna Maria Island Inn
See all 3,802 properties in Anna Maria Island
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

A coastal beach with clear turquoise waters, a sandy shore, and a line of trees along the beachfront.

Coquina Beach

9.4/10 (818 reviews)
Why not spend a carefree afternoon at Coquina Beach during your travels in Bradenton Beach? Wander the seaside or discover the area's sunsets.
See properties
A sandy beach with seagulls and a clear blue sky.

Bean Point Beach

10.0/10 (1 review)
If a restful vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area.
See properties
A sandy beach with people sunbathing and swimming, a clear blue sky, and buildings in the background.

Cortez Beach

9.6/10 (307 reviews)
Why not spend a carefree afternoon at Cortez Beach during your travels in Bradenton Beach? Stroll along the seaside or experience the area's entertainment venues.
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A waterfront scene with a clock tower, palm trees, and a pier extending into the water.

Historic Bridge Street Pier

9.6/10 (356 reviews)
After visiting Historic Bridge Street Pier, make a plan to see the other sights and activities in Bradenton Beach. Wander the beautiful beaches or discover the area's beautiful sunsets.
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Holmes Beach Beaches

10.0/10 (1 review)
Why not spend a lazy afternoon at Holmes Beach Beaches during your trip to Holmes Beach? While you're in the area, stroll along the beautiful beaches.
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What to do in Anna Maria Island

Small Group Kayak Tour of the Shell Key Preserve

Small Group Kayak Tour of the Shell Key Preserve

CA $104
per adult
100% of travellers recommend
Small Group Kayak Tour of the Shell Key Preserve
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

CA $78
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Manatee Discovery Anna Maria Island

Manatee Discovery Anna Maria Island

CA $77
per adult
Manatee Discovery Anna Maria Island
See all activities 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 $1,007. 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.