Nantucket Island Luxury Vacations 2026

Photo by MJ

Plan, book, travel with confidence
Better together
Save up to $2,000 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
Rest easy
Plan, book, and manage your trip all in one place

Top Luxury vacation packages in Nantucket Island

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

Jared Coffin House

Nantucket Town

$698

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip flight included

Raleigh (RDU) to Boston (BOS)

9.2/10 Wonderful! (990 reviews)

Staff was always attentive and helpful with any need. The outdoor bar with heaters was great. A perfect spot to go each day after another fun day of shopping. The complimentary continental breakfast was so good. Even the midday snack was a treat. I would highly recommend JCH to anyone!

Reviewed on Oct 17, 2026

Faraway Nantucket

Nantucket Town

$1,819

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Tulsa (TUL) to Boston (BOS)

8.6/10 Excellent! (607 reviews)

White Elephant Hotel

Nantucket Town

$2,164

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Tulsa (TUL) to Boston (BOS)

9.6/10 Exceptional! (374 reviews)

Wonderful property and staff. Gym could use updating.

Reviewed on Oct 18, 2026

Don't see what you're looking for?

See all available trips from Columbus to Nantucket Island

View all trips

3 Night Luxury vacations in Nantucket Island

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

Jared Coffin House

Nantucket Town

$698

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip flight included

Raleigh (RDU) to Boston (BOS)

9.2/10 Wonderful! (990 reviews)

Reviewed on Oct 17, 2026

Faraway Nantucket

Nantucket Town

$1,819

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Tulsa (TUL) to Boston (BOS)

8.6/10 Excellent! (607 reviews)

White Elephant Hotel

Nantucket Town

$2,164

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Tulsa (TUL) to Boston (BOS)

9.6/10 Exceptional! (374 reviews)

Wonderful property and staff. Gym could use updating.

Reviewed on Oct 18, 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 $698. 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! (376 reviews)

"Wonderful property and staff. Gym could use updating."

Reviewed on Oct 18, 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! (125 reviews)

"Na"

Reviewed on Oct 13, 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! (1,003 reviews)

"Staff was always attentive and helpful with any need. The outdoor bar with heaters was great. A perfect spot to go each day after another fun day of shopping. The complimentary continental breakfast was so good. Even the midday snack was a treat. I would highly recommend JCH to anyone!"

Reviewed on Oct 17, 2026

See all 849 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.