Taylors Island Vacations from $1,311
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The Latest Taylors Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Majestic Hotel & Apartments
Downtown Ocean City
$1,707
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
6/10 (461 reviews)
The sink in the kitchen was leaking. The bathroom sink and tub were clogged. The cot mattress was filthy. The one bedroom door knob was broke causing you to get locked in the room. I would definitely never pay that amount of money to stay there again. And then on top of it you have to pay for parking when they have three lots to park in.
Reviewed on Aug 21, 2026
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About Time! - Remote Waterfront Home with Dock - Sleeps 15-New EV Charger!
Taylors Island MD
10/10 Exceptional! (6 reviews)
"Great place for a large family gathering. Kitchen is well stocked, kayaks and crab traps were fun for the kids. Had a wonderful time around the fire pit at night making s’mores, kept the bugs away too! Not a whole lot to do in the nearby area, so need to bring your own fun. Place was well stocked ..."
Reviewed on Aug 8, 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$140 nightly
$156 total
Sep 3 - Sep 4
Total with taxes and fees
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$249 nightly
$283 total
Sep 3 - Sep 4
Total with taxes and fees
8.8/10 Excellent! (1,022 reviews)
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf ..."
Reviewed on Aug 20, 2026
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.
Find the Best Taylors Island Vacation Packages
Taylors Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 170 |
Top Sights | Jefferson Patterson Park and Museum, Perigeaux Vineyards and Winery and Cove Point Lighthouse |
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Frequently asked questions
How much does a Taylors Island vacation package cost?
Offering great value package deals from $1,311 on Expedia, you'll be surprised at how little a vacation to Taylors Island costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Taylors Island?
You're likely to find lower prices and greater availability in November, December and January. Explore our cheap Taylors Island vacation packages and you could score some great off-season discounts.
How many days is enough for Taylors Island?
The ideal duration for your Taylors Island vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to go to all the major attractions and discover some hidden spots along the way.
How to find the best Taylors Island package deals?
Use Expedia's filter tool to help you find some unbeatable Taylors Island package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Taylors Island package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Taylors Island vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can customize your Taylors Island escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Taylors Island?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Taylors Island vacation.
Does Expedia offer Book Now, Pay Later Taylors Island vacation packages?
Secure your dream getaway to Taylors Island with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up travel deals before they disappear.
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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.
