Anastasia Island Vacation Packages 2026 from $279

The Latest Anastasia Island vacation packages

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

Westgate Vacation Villas Resort

Save 100% on your flight

$279

per person

Nov 3 - Nov 7

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (2,052 reviews)

Not what I expected but it was ok

Reviewed on Aug 25, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$654

per person

Nov 4 - Nov 9

found 7 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (1,308 reviews)

Staff was very friendly and informative. Location was great. I will be staying here again.

Reviewed on Aug 25, 2026

Westgate Towers Resort

Save 100% on your flight

$351

per person

Oct 11 - Oct 17

found 19 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.6/10 Excellent! (1,004 reviews)

Amazing to stay with family and friends. We had a storm this last visit and all the pools were closed but other than that 100% recommendation!

Reviewed on Aug 25, 2026

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

$364

per person

Oct 2 - Oct 4

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.4/10 Very Good! (553 reviews)

Amazing staff and really beautiful place

Reviewed on Aug 23, 2026

The Delaney Hotel

South Orange

Save 100% on your flight

$535

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

9.6/10 Exceptional! (1,187 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Anastasia Island

View all trips

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

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 Matanzas River 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.

See properties

A sandy beach with a paved walkway and the ocean in the background.

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.

See properties

Three alligators resting on sandy ground.

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.

See properties

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.

See properties

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 great live music and fascinating museums.

See properties

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.

See properties

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.

See properties

Saint Augustine Amphitheatre

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

See properties

What to do in Anastasia Island

St. Augustine: Treasure Hunt Cruise with Onboard Show

$40

per adult

90% of travellers recommend

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

$25

per adult

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

Sep 1 - Sep 2

Total with taxes and fees

8.8/10 Excellent! (3,309 reviews)

"Very convenient for quick beach access Pool was very clean. Many nice features at a great price"

Reviewed on Aug 25, 2026

Courtyard by Marriott St. Augustine Beach

605 A1A Beach Boulevard St. Augustine FL

Fully refundableReserve now, pay when you stay

$98 nightly

$109 total

Sep 13 - Sep 14

Total with taxes and fees

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

300 A1A Beach Blvd St. Augustine FL

Fully refundableReserve now, pay when you stay

$208 nightly

$232 total

Sep 9 - Sep 10

Total with taxes and fees

9/10 Wonderful! (1,388 reviews)

"Loved this hotel! We stayed here for my birthday with my five-year-old son, seven, nine and 18year old nephews. The location is perfect. The pool is huge and you are right on the beach. They even gave me a bottle of wine for my birthday! I will definitely be coming back to stay."

Reviewed on Aug 25, 2026

See all 3,486 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.