Anastasia Island Vacation Packages

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Top Anastasia Island Vacation Deals

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

Palazzo Lakeside Hotel

3 out of 5
Price was CA $1,520, price is now CA $613 per person
CA $613
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
the facility felt safe with the automatic gates. the hotel was really clean and even had different entertainment options for the kids on top of the pool. it's very family friendly and we loved all the posters that talked about family and faith.

Reviewed on Feb 6, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $2,211, price is now CA $1,085 per person
CA $1,085
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.8/10 Excellent! (1,085 reviews)
Staff was friendly. Room was great! Location was perfect!

Reviewed on Feb 2, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,358, price is now CA $672 per person
CA $672
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
Room was amazing, all though the jacuzzi jets were dirty so once i turned them on the water got really gross. They need to do better at cleaning. I was certainly disappointed because i got the room for the jacuzzi and didn’t get to use it because it was filthy.

Reviewed on Feb 5, 2026

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was CA $1,357, price is now CA $683 per person
CA $683
per person
Mar 23 - Mar 30
found 6 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
Great experience. Friendly staff. Room was amazing with a huge balcony.

Reviewed on Feb 3, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,262, price is now CA $642 per person
CA $642
per person
Apr 16 - Apr 23
found 11 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (1,703 reviews)
It was a beautiful place

Reviewed on Feb 4, 2026

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
Sand dune at Butler Beach, St Augustine

Butler Beach

5/5(1 area review)

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.

Find hotels in Butler Beach

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Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

3 out of 5
860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Feb 9 to Feb 10
CA $176
CA $197 total
Feb 9 - Feb 10
includes taxes & fees
8.8/10 Excellent! (2,914 reviews)
Staff was courteous

Reviewed on Feb 7, 2026

Guy Harvey Resort on St Augustine Beach
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

3.5 out of 5
300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Feb 10 to Feb 11
CA $256
CA $331 total
Feb 10 - Feb 11
includes taxes & fees
8.8/10 Excellent! (1,304 reviews)
The entire hotel was a great, location was perfect very clean nice staff breakfast was fantastic

Reviewed on Feb 2, 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

3 out of 5
605 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Feb 17 to Feb 18
CA $146
CA $163 total
Feb 17 - Feb 18
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
clean, quiet, excellent

Reviewed on Jan 24, 2026

Courtyard by Marriott St. Augustine Beach
See all 3,474 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.
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Beach Vacations
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Family Vacations
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Discover the most popular places to visit in Anastasia Island

St. Augustine Beach showing landscape views, general coastal views and a beach

St. Augustine Beach

Nothing says vacation like spending a lazy day at St. Augustine Beach, a popular beach in St. Augustine. Experience the area's fascinating museums and great live music.

St. Augustine Beach
Anastasia State Park

Anastasia State Park

Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.

Anastasia State Park
St. Augustine Lighthouse and Museum featuring a lighthouse

St. Augustine Lighthouse & Maritime Museum

Enjoy spectacular views from the top of this lighthouse and learn about the history of the nation’s oldest port.

St. Augustine Lighthouse & Maritime Museum

What to do in Anastasia Island

Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

CA $24
per adult
96% of travellers recommend
Potter's Wax Museum
St. Augustine Live Music Cruise with Drinks and Sunset Option

St. Augustine Live Music Cruise with Drinks and Sunset Option

CA $96
per adult
78% of travellers recommend
St. Augustine Live Music Cruise with Drinks and Sunset Option
St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

CA $62
per adult
88% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
See all activities in Anastasia Island

Frequently asked questions

Can I cancel my flight booking to Anastasia Island due to COVID-19?
In these difficult times, many carriers are offering more flexibility. Go to our Customer Service Portal to find important information about canceling or changing your Anastasia Island flight due to COVID-19.
What's the best way to find cheap flights to Anastasia Island that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to bring you the most flexible airfares on the market. Just click on "No change fee" directly below the "Flexible change policies" heading to find your dream flight to Anastasia Island.
What are some of the general tips for travelers to Anastasia Island during the COVID-19 outbreak?
The COVID-19 pandemic may have changed the way we travel, but it hasn't done away with our desire to explore. Here are a few tips on how to navigate travel's new challenges:
  • Before booking anything, check if any travel restrictions apply — in both your origin and destination. Get up-to-date information by reviewing government and airport websites.
  • Keep your face mask on during airport screening. A TSA officer will ask you to temporarily lower your mask for ID purposes.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position your pass on the scanner and then hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to remove it from your bag at the X-ray machine for scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on rather than a bin to minimize handling during the screening process.
  • If you want to take food through security screening, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Anastasia Island?
Delta operates flights into or near Anastasia Island, including 1472 that travel to Orlando Intl. Airport (MCO) each month. Decide on your vacation dates and then book your fare early for the biggest bargain.
How can I find cheap tickets to Anastasia Island?
In the last seven days, was the lowest price for a flight to Anastasia Island. For an even better fare, book well in advance and be flexible with your travel dates. Search for your trip to Anastasia Island, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Anastasia Island?
If you were flying one way from (), you could've scored a bargain seat for in the last seven days. Round-trip flights to Anastasia Island ranged from only to during this same period.
What are the most popular airports to fly into in Anastasia Island?
The number one gateway to Anastasia Island, around 13460 flights land at Orlando Intl. Airport (MCO) every month. Find a top deal, book your fare and prepare to explore this amazing region.
When is the cheapest time to fly to Anastasia Island?
Fly out on a Tuesday to boost your chances of picking up the cheapest fare to Anastasia Island. Mondays are usually the next most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Anastasia Island?
In the last seven days, airfares varied between and . Take a look at our sensational deals to Anastasia Island, pick your favorite and get ready for your next fun vacation!
Which airlines with flights to Anastasia Island employ COVID-19 cleanliness policies?
Social distancing is only one small part of new aviation strategies to lessen the spread of COVID-19. From check-in to arrival, these carriers will bring you to Anastasia Island with comfort and confidence:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.