Title: Oyster Bay Vacation Packages 2026 from $484 | Expedia.com

[Hotels in Oyster Bay](https://expedia.com/Oyster-Bay-Sarasota-Hotels.0-n553248635976482297-0.Travel-Guide-Filter-Hotels)[Flights to Sarasota](https://expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)[Things to do in Sarasota](https://expedia.com/Things-To-Do-In-Sarasota.d602719.Travel-Guide-Activities)[Car Rentals in Oyster Bay](https://expedia.com/Car-Rentals-In-Oyster-Bay.d553248635976482297.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oyster Bay Vacations from $484

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Rest easy  
Plan, book, and manage your trip all in one place

## Your Oyster Bay Vacation

Book an Oyster Bay vacation package and immerse yourself in the way of life and rhythm of this fascinating neighborhood. With all your travel plans worked out, the only thing you need to concentrate on here is having a great time. Not sure where to go during your trip to Oyster Bay? Nearby attractions such as [Siesta Key Beach](https://www.expedia.com/Siesta-Key-Beach-Siesta-Key.d6066003.Vacation-Attraction), [Marie Selby Botanical Gardens](https://www.expedia.com/Marie-Selby-Botanical-Gardens-Central-Sarasota.d6066007.Vacation-Attraction) and [Lido Beach](https://www.expedia.com/Lido-Beach-Lido-Key.d6145141.Vacation-Attraction) are excellent places to start. Expedia can help you turn your ideal Oyster Bay vacation into reality, whatever your travel plans or budget.

## The Latest Oyster Bay Vacation Packages

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

![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mar Bay Motel &Suites

$484

per person

Mar 14 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

Excellent customer service

Reviewed on Dec 14, 2025

![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Club Treasure Island Hotel

Sunshine Beach

$2,941

per person

Apr 18 - Apr 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (712 reviews)

Room was excellent. Resort operations not so much.

Reviewed on Feb 4, 2026

![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/bea713d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### FUSION Resort Waterfront Suites

$1,940

per person

Apr 18 - Apr 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,097 reviews)

Great overall. The housekeeping is always behind but you just have to call multiple times.

Reviewed on Feb 4, 2026

![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Avalon Club

Save 100% on your flight

$2,413

per person

Mar 19 - Mar 24

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (481 reviews)

Wonderful staff and facilities. Rooms were spacious, clean, and quiet. Staff was very attentive to the needs of guests and were the best! Would highly recommend a stay here. We were first-time guests, and plan to stay here again when we return to Clearwater Beach.

Reviewed on Jan 31, 2026

![ChartHouse Clearwater Beach Marina Hotel](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### ChartHouse Clearwater Beach Marina Hotel

Save 100% on your flight

$1,043

per person

Mar 19 - Mar 24

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (531 reviews)

Excellent clean room with comfortable bed. Microwave, coffee maker and fridge available. Convenient parking across the street. Quiet yet convenient

Reviewed on Feb 3, 2026

## Where to stay in Oyster Bay

Find the best Oyster Bay areas and neighborhoods for the activities you enjoy most. [Learn more about Oyster Bay](https://expedia.com/Sarasota-Oyster-Bay.dx553248635976482297)

![Sarasota, Florida, USA Downtown Skyline](https://images.trvl-media.com/place/553248635975871203/18cc03c6-0202-4ccd-a27c-6dee4a9186f9.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### South Sarasota

 While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center. 

[Find hotel + flight trips in South Sarasota](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20Sarasota&DestID=553248635975871203&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Causeway Park featuring general coastal views](https://images.trvl-media.com/place/553248621563219823/eac47f3e-3708-4a4c-82d5-59f5fb3e0bb3.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Central Sarasota

1 out of top 10 points of interest in this area

4/5(911 area reviews)

 Beaches, exotic gardens and a museum for a famous circus are located in the city’s central sector. Visit an upscale shopping area on an island of its own. 

[Find hotel + flight trips in Central Sarasota](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Central%20Sarasota&DestID=553248633938969734&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Excellent Men's Conference Iron Sharpens Iron at New Covenant Life Church in Sarasota, Florida. Over 200 men from many churches to praise the Lord Jesus Christ and hear teachings from anointed national speakers.](https://images.trvl-media.com/place/553248623282278448/5cdd48eb-c312-45df-ab05-3821590f4c28.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Palmer Ranch

 When in Palmer Ranch, you can plan a visit to Stoneybrook Golf & Country Club and Sarasota Square, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Palmer Ranch](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Palmer%20Ranch&DestID=553248635976481996&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beautiful docks ](https://images.trvl-media.com/place/602719/241864ee-40e5-4f07-a59f-b943ed71f47c.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Sarasota

 If you're spending some time in Downtown Sarasota, Sarasota Opera House and Regal Hollywood - Sarasota are top sights worth seeing. 

[Find hotel + flight trips in Downtown Sarasota](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Sarasota&DestID=553248635976481694&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![SiestaKey_Southgate_553248623282278413-1](https://images.trvl-media.com/place/553248623282278413/b7104d91-0ee3-4924-b20a-8faf04d45893.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Southgate

4/5(2 area reviews)

 When in Southgate, you can plan a visit to Siesta Key Beach and Lido Beach, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Southgate](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Southgate&DestID=553248623282278413&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Oyster Bay Hotel Deals

![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Fully refundable

$88 nightly

$99 total

Feb 11 - Feb 12

Total with taxes and fees

8.4/10 Very Good! (2,247 reviews)

Super friendly and helpfful.

Reviewed on Feb 4, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&selected=21331&PinnedHotelID=21331&HadPinnedHotel=true&regionId=553248635976482297)

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$160 nightly

$181 total

Feb 8 - Feb 9

Total with taxes and fees

9/10 Wonderful! (4,990 reviews)

Very friendly staff .. clean room

Reviewed on Feb 3, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true&regionId=553248635976482297)

![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Fully refundableReserve now, pay when you stay

$254 nightly

$287 total

Feb 8 - Feb 9

Total with taxes and fees

9.2/10 Wonderful! (5,267 reviews)

Two swimming pools with one just built & beautifully landscaped. The beach is walkable & has lovely soft sand with sunbeds available. The room was spacious but would benefit from more utensils & dishes & some power sockets didn’t work. Overall very nice.

Reviewed on Jan 30, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=1240909&PinnedHotelID=1240909&HadPinnedHotel=true&regionId=553248635976482297)

[See all 13,291 properties in Oyster Bay](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%2F2026&regionId=553248635976482297)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Oyster Bay

![Lido Beach showing general coastal views and a sandy beach](https://images.trvl-media.com/place/6145141/1d4594a7-b7e1-465d-bffb-87633a8cb34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Lido Beach

Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.

[](https://expedia.com/Lido-Beach-Sarasota.d6145141.Vacation-Attraction)

![St. Armands Circle featuring a statue or sculpture](https://images.trvl-media.com/place/6066013/68f30605-19f4-40dc-adef-6a7c4f8de0ce.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### St. Armands Circle

Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

[](https://expedia.com/St-Armands-Circle-Saint-Armands-Key.d6066013.Vacation-Attraction)

![EJETFA The official entrance at the new Mall at University Town Center located just off I-75 on University Parkway in Sarasota Floria](https://images.trvl-media.com/place/553248621552334815/a709fe02-ddf9-4950-ac16-ad9bb78fea40.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mall at University Town Center

You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area. 

[](https://expedia.com/Mall-At-University-Town-Center-Sarasota.d553248621552334815.Vacation-Attraction)

### Things to do

![Kayak Tour through Mangrove Tunnels](https://mediaim.expedia.com/localexpert/2804370/952d1574-7738-46f0-a74e-760ca8ad9fa2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$59

per adult

**92%** of travellers recommend

[](https://expedia.com/things-to-do/mangroves.a2804370.activity-details)

![Sarasota - Clear Kayak LED Night Glass Bottom Tour](https://mediaim.expedia.com/localexpert/45717106/f435da41-0a9c-44f3-918f-9f8d619256f6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65

per adult

**80%** of travellers recommend

[](https://expedia.com/things-to-do/sarasota-clear-kayak-led-night-glass-bottom-tour.a45717106.activity-details)

![Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour](https://mediaim.expedia.com/localexpert/47882758/2ec2e6d6-5025-4030-af1a-c50911af2840.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/bradenton-anna-maria-island-guided-kayaking-manatee-tour.a47882758.activity-details)

[See all activities in Sarasota](https://expedia.com/things-to-do/search?rid=553248635976482297)

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