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.
CW Resort

CW Resort

Save 100% on your flight
CA $1,349
per person
Dec 12 - Dec 19
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
9.4/10 Exceptional! (204 reviews)
Beautiful

Reviewed on Oct 12, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
CA $2,474
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,252 reviews)
The property was amazing. Very well maintained and the staff was great. Everyone was very friendly and helpful. We have no complaints and will be staying again soon.

Reviewed on Oct 12, 2026

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

Save 100% on your flight
CA $2,555
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (133 reviews)
Our stay was wonderful! We especially loved the convenience of having the ocean just steps away from our room, along with easy access to snacks, drinks, and fresh towels. Everything was so convenient and made our stay even more relaxing and enjoyable. Such a lovely place, and we truly enjoyed our time here!

Reviewed on Oct 11, 2026

The Avalon Club

The Avalon Club

Save 100% on your flight
CA $1,675
per person
Dec 12 - Dec 19
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
9.4/10 Exceptional! (608 reviews)
Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.

Reviewed on Oct 7, 2026

The Knickerbocker by Delphius

The Knickerbocker by Delphius

Hyde Park
Save 100% on your flight
CA $1,580
per person
Dec 17 - Dec 24
found 24 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
No reviews

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.

Find hotels in Ilexhurst
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.

Find hotels in 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 Holmes Beach Beaches.

Find hotels in Key Royale

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

The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL
CA $170
CA $215 total
Nov 12 - Nov 13
includes taxes & fees
8.8/10 Excellent! (234 reviews)
"My concern is safety. The beautifully decorated room was a slippery hazard from the beginning. The walk in shower needs a safety bar. The tile on the floor remained damp due to the humidity. The composite decking and rails were wet. I realize that much of that is beachfront location and out of human ..."

Reviewed on Oct 10, 2026

The Retreat at Anna Maria Island Inn
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL
CA $367
CA $465 total
Oct 19 - Oct 20
includes taxes & fees
8.6/10 Excellent! (780 reviews)
"This was chosen for the location! The spa was good, we enjoyed a couples massage. The parking was spacious."

Reviewed on Oct 12, 2026

Bali Hai Beachfront Resort and Spa
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL
Fully refundableReserve now, pay when you stay
CA $253
CA $320 total
Oct 14 - Oct 15
includes taxes & fees
Tropic Isle at Anna Maria Island Inn
See all 3,863 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.
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Stay near popular Anna Maria Island attractions

A sunset over a grassy field with a path leading to the water.

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 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.
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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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Anna Maria Beach

9.6/10 (72 reviews)
Why not spend a lazy afternoon at Anna Maria Beach during your trip to Anna Maria? Stroll along the beaches or discover the area's sunrises.
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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.
See properties

What to do in Anna Maria Island

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

CA $91
per adult
96% of travellers recommend
Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour
Manatee Discovery Anna Maria Island

Manatee Discovery Anna Maria Island

CA $77
per adult
Manatee Discovery Anna Maria Island
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

CA $152
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
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 $1,349. 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.