Anastasia Island Vacation Packages 2026 from $358

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The Latest Anastasia Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Seasons Florida Resort

Save 100% on your flight

$358

per person

Dec 10 - Dec 14

found 2 days ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (3,974 reviews)

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$548

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (1,334 reviews)

It was very clean and beautiful

Reviewed on Oct 6, 2026

Disney's Animal Kingdom Lodge

Bay Lake

Save 100% on your flight

$1,081

per person

Dec 13 - Dec 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (1,004 reviews)

We reserved the Savannah Room and the view was absolutely worth every penny.

Reviewed on Oct 6, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$1,391

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9.2/10 Wonderful! (1,001 reviews)

The property was conveniently located by plenty of food options, activities and near all theme parks such as Disney seaworld and universal. Plenty of parking and the staff were amazing.

Reviewed on Oct 7, 2026

The Delaney Hotel

South Orange

Save 100% on your flight

$546

per person

Dec 10 - Dec 14

found 2 days ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9.6/10 Exceptional! (1,213 reviews)

10 out of 10 experience. Beautiful property, extremely nice staff and wonderful bar area! Rooms were very nice and spacious.

Reviewed on Oct 7, 2026

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Where to stay in Anastasia Island

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

A sunset over the ocean with birds flying.

Butler Beach

1 out of top 10 points of interest in this area

Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to St. Augustine Beach or Butler Beach.

A cityscape with a prominent historic building, a waterfront promenade, and a bridge connecting two areas.

Davis Shores

If you're spending some time in Davis Shores, Anastasia Island Mini-Golf and Mellow Mushroom are top sights worth seeing.

A sunset over a coastal landscape with a wooden pier extending into the water.

Coquina Gables

While Coquina Gables might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like St. Augustine Beach and Fiesta Falls Mini-Golf.

An aerial view of a coastal landscape with a river meandering through a marshy area with dense vegetation.

Marsh Creek

While Marsh Creek might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anastasia State Park and Saint Augustine Amphitheatre.

A scenic overlook with a view of a coastal area, including a marina and lush greenery.

Lighthouse Park

1 out of top 10 points of interest in this area

If you're spending some time in Lighthouse Park, St. Augustine Lighthouse & Maritime Museum and Anastasia State Park are top sights worth seeing.

Stay near popular Anastasia Island attractions

A beach with waves, people, and buildings in the background.

St. Augustine Beach

9.2/10 (9,364 reviews)

St. Augustine Beach offers pristine white sands and clear turquoise waters along Anastasia Island. Visitors can enjoy the fishing pier, volleyball courts, and picnic areas while experiencing Florida's coastal charm.

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A wooden boardwalk leading to a beach with dunes and sparse vegetation.

Anastasia State Park

9.0/10 (2,701 reviews)

Explore four miles of pristine beaches and ancient coquina quarries in this 1,600-acre coastal sanctuary. Paddle through Salt Run lagoon to spot wading birds and the rare Anastasia Island beach mouse.

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St. Augustine Alligator Farm, a zoological park with a white building, red-tiled roof, and an American flag.

St. Augustine Alligator Farm Zoological Park

8.8/10 (1,461 reviews)

Feed and pet an alligator, hold a snake and meet a range of colorful and unusual reptiles and birds at one of Florida’s longest-running attractions.

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A beach with a calm sea, a clear sky, and a single bird on the sand.

Butler Beach

Why not spend a lazy afternoon at Butler Beach during your trip to St. Augustine? Experience the area's fascinating museums and great live music.

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A lighthouse with a red roof and a spiral design.

St. Augustine Lighthouse & Maritime Museum

9.2/10 (3,377 reviews)

Climb 219 steps to the top of this 1874 lighthouse for panoramic views of St. Augustine's coastline. The Maritime Museum showcases shipwreck artifacts and traditional wooden boatbuilding demonstrations.

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A pier extending into the ocean with a 'No-Dogs Allowed' sign.

St. Johns County Ocean Pier

8.8/10 (92 reviews)

This Atlantic Ocean pier offers prime fishing spots and panoramic ocean views. Enjoy the adjacent park with its splash pad, picnic areas, and Wednesday farmers market for a complete beachside experience.

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Saint Augustine Amphitheatre

You can make plans for a show at Saint Augustine Amphitheatre during your trip to St. Augustine. Experience the area's fascinating museums and great live music.

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Matanzas Inlet

Commune with nature and explore the great outdoors at Matanzas Inlet during your travels in St. Augustine. Experience the area's fascinating museums and great live music.

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What to do in Anastasia Island

St. Augustine: Treasure Hunt Cruise with Onboard Show

$38

per adult

94% of travellers recommend

St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

$32

per adult

74% of travellers recommend

St. Augustine: Dolphin and Wildlife Historical Boat Tour

$34

per adult

100% of travellers recommend

See all activities in Anastasia Island

Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

860 A1A Beach Blvd St. Augustine FL

Fully refundableReserve now, pay when you stay

$134 nightly

$150 total

Oct 18 - Oct 19

Total with taxes and fees

Regency Inn & Suites

331 A1a Beach Blvd St. Augustine FL

Fully refundableReserve now, pay when you stay

$89 nightly

$99 total

Oct 12 - Oct 13

Total with taxes and fees

Best Western Seaside Inn

541 A1A Beach Boulevard St. Augustine FL

Fully refundableReserve now, pay when you stay

$96 nightly

$107 total

Oct 18 - Oct 19

Total with taxes and fees

8.4/10 Very Good! (1,000 reviews)

"Great Hotel in St Augustine Beach , not far from St Augustine Pier. Great breakfast and coffee . Rooms in excellent condition."

Reviewed on Oct 7, 2026

See all 3,467 properties in Anastasia 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.