Anastasia Island Vacation Packages

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Top Anastasia Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando

3 out of 5
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
9.4/10 Exceptional! (1,133 reviews)
Great property I love everything about it thank you so much

Reviewed on Jun. 3, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Jul. 25 - Jul. 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
Nice stay but there is housekeeping

Reviewed on May 30, 2024

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Jul. 25 - Jul. 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (4,010 reviews)
It was convenient close by drive to Disney area.

Reviewed on Jun. 3, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.8/10 Good! (3,697 reviews)
Great transition great customer service

Reviewed on Jun. 4, 2024

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Jul. 17 - Jul. 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.6/10 Good! (1,135 reviews)
Excellent service and wonderful property. Very prompt.

Reviewed on May 31, 2024

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
Crescent Beach which includes a lake or waterhole as well as an individual male

Crescent Beach

1 out of top 10 points of interest in this area

Crescent Beach is known for its beaches, and you can plan a trip to Crescent Beach and Fort Matanzas National Monument while you're in town.

Find hotel + flight trips in Crescent Beach

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 $217 per night from Jun. 5 to Jun. 6
CA $217
CA $242 total
includes taxes & fees
Jun 5 - Jun 6
8.4/10 Very Good! (2,053 reviews)
Perfect for families and pets!
"This hotel was perfect for our vacation to St. Augustine. The pool and tiki bar was perfect end to everyday, and the proximity to the beach was great. The laid back vibe was just what we were looking for. This place is also perfect for people traveling with pets."

Reviewed on May 31, 2024

Guy Harvey Resort on St Augustine Beach
Castillo Real Resort Hotel
Castillo Real Resort Hotel
3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
Fully refundable
The price is CA $193 per night from Jun. 11 to Jun. 12
CA $193
CA $215 total
includes taxes & fees
Jun 11 - Jun 12
8.6/10 Excellent! (1,016 reviews)
"We enjoy the property and its proximity to the beach. It was very clean and comfortable beds and our suite was lovely. The views of the beach and sunsets were beautiful. T & M Pace"

Reviewed on Jun. 3, 2024

Castillo Real Resort Hotel
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 $290 per night from Jun. 24 to Jun. 25
CA $290
CA $356 total
includes taxes & fees
Jun 24 - Jun 25
8.6/10 Excellent! (1,010 reviews)
"Great staff & beautiful atmosphere!"

Reviewed on Jun. 2, 2024

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
See all 3,246 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Anastasia Island vacation package cost?
Maybe less than you might think — from a low CA $595, actually! By combining flights, hotels and car rentals into a custom-built vacation package, your Anastasia Island escape is just clicks away.
How do I get a cheap travel package to Anastasia Island?
Book everything in the one place with our Anastasia Island vacation packages. You’ll find deals on flights, hotels, tours and more that’ll keep your wallet happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1,000,000 properties around the world to pick from, there are endless opportunities to mix and match.
How far in advance should I book my Anastasia Island vacation?
Savvy travelers often book as early as possible. You can generally compare international fares on Expedia up to a year before your intended flight. If you’re booking last minute, don’t worry. Discounted prices sometimes become available in the last weeks before departure dates.
What does an Expedia Anastasia Island travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to create your ideal Anastasia Island package. Once you’ve made your booking, you can add on all the fun stuff like tours and activities. Don’t forget, the more you bundle, the bigger the savings!
What should I know before booking an Anastasia Island travel package?
So many places to travel to, so many things to see. With a package, you’ll be able to afford more of them. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with an Anastasia Island Expedia vacation package?
Yes — that’s the beauty of an Expedia package. You get to choose. We have access to more than 550 partner airlines globally, so you have loads of choice when putting together your Anastasia Island escape.
If I'm not able to travel, can I cancel my Anastasia Island vacation package?
Yes, you can cancel your Anastasia Island booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Anastasia Island

Image for St. Augustine Beach

St. Augustine Beach

4.5/5(46 reviews)

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
Image for St. George Street

St. George Street

4.5/5(45 reviews)

You can find the perfect gifts to bring home at St. George Street during your visit to St. Augustine. You can enjoy the coffeehouses while in the area.

St. George Street
Image for World Golf Village

World Golf Village

4.5/5(8 reviews)

You can study the exhibits at World Golf Village, a museum with a storied past, during your trip to St. Augustine. Stroll along the beautiful beaches or attend a sporting event in this quaint area.

World Golf Village

What to do in Anastasia Island

Image for Sunset Cruise of St. Augustine

Sunset Cruise of St. Augustine

CA $62
Per adult
98% of travellers recommend
Sunset Cruise of St. Augustine
Image for Adventure Boat Tours - Sunset Water Tour in St. Augustine

Adventure Boat Tours - Sunset Water Tour in St. Augustine

CA $51
Per adult
100% of travellers recommend
Adventure Boat Tours - Sunset Water Tour in St. Augustine
Image for Afterlife Tours- Beyond the Grave Tour

Afterlife Tours- Beyond the Grave Tour

CA $34
Per adult
88% of travellers recommend
Afterlife Tours- Beyond the Grave Tour
See all activities in Anastasia Island

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.