Nantucket Island Luxury Vacations 2026

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Top Luxury vacation packages in Nantucket Island

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

Faraway Nantucket

Nantucket Town

$1,462

per person

Nov 11 - Nov 15

found 9 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Boston (BOS)

8.6/10 Excellent! (607 reviews)

Jared Coffin House

Nantucket Town

$1,474

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip flight included

Lexington (LEX) to Boston (BOS)

9.2/10 Wonderful! (990 reviews)

The staff was very kind and helpful, our room was right on the street so people walking by could definitely look into the room and see us but it felt safe and the noise on the street travels into the room so on the weekend people stay up pretty late and you can hear them walking by. The room was clean but could use some baseboard cleaning/maybe some deeper cleaning. Also the fridge did not work which was unfortunate. Staff was super kind and helpful, overall a great stay and very close to town!

Reviewed on Oct 9, 2026

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4 Night Luxury vacations in Nantucket Island

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

Faraway Nantucket

Nantucket Town

$1,462

per person

Nov 11 - Nov 15

found 9 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Boston (BOS)

8.6/10 Excellent! (607 reviews)

Jared Coffin House

Nantucket Town

$1,474

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip flight included

Lexington (LEX) to Boston (BOS)

9.2/10 Wonderful! (990 reviews)

Reviewed on Oct 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to Nantucket Island

View all trips

What can I expect from a luxury Nantucket Island vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Nantucket Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Nantucket Island?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Nantucket Island luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $1,462. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Nantucket Island?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Nantucket Island with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Nantucket Island?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Nantucket Island with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Nantucket Island with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Nantucket Island Hotels

White Elephant Hotel

50 Easton Street Nantucket MA

4 min walk from Nantucket Ferry Terminal

Go for a luxurious stay at White Elephant Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. The outdoor pool, poolside ...

9.6/10 Exceptional! (374 reviews)

"Chairs in the room were very dirty"

Reviewed on Sep 22, 2026

The Wauwinet

120 Wauwinet Road Nantucket MA

17 min drive from Nantucket Ferry Terminal

The Wauwinet is one of the Nantucket luxury 4.5-star beach properties where you can pamper yourself with pillowtop beds, premium channels, and more. The private ...

9.6/10 Exceptional! (124 reviews)

"This hotel is so quaint and in the loveliest area of Nantucket with so much natural beauty. We stayed in the main part of the inn (we booked late so not many room choices). Room was small but well done. Turndown service with cookies every evening. Gorgeous porch, lawn and dock area. Loved every ..."

Reviewed on Sep 16, 2026

Jared Coffin House

29 Broad Street Nantucket MA

7 min walk from Nantucket Ferry Terminal

Pamper yourself with a luxe vacation at Jared Coffin House. Popular amenities include a restaurant, a bar, and a terrace.

9.2/10 Wonderful! (997 reviews)

"The staff was very kind and helpful, our room was right on the street so people walking by could definitely look into the room and see us but it felt safe and the noise on the street travels into the room so on the weekend people stay up pretty late and you can hear them walking by. The room was ..."

Reviewed on Oct 9, 2026

See all 843 properties in Nantucket 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.