Nantucket Island Romantic Vacations

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Top Romantic vacation packages in Nantucket Island

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

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

The Beachside

The Beachside

Nantucket Town
$2,338
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (383 reviews)
Hotel is well appointed staff is consistently professional!!

Reviewed on Oct 18, 2026

White Elephant Hotel

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

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3 Night Romantic vacations in Nantucket Island

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

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

The Beachside

The Beachside

Nantucket Town
$2,338
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (383 reviews)
Hotel is well appointed staff is consistently professional!!

Reviewed on Oct 18, 2026

White Elephant Hotel

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
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4 Night Romantic vacations in Nantucket Island

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

Nantucket Inn

$677
per person
Nov 24 - Nov 28
found 20 hours ago
Roundtrip flight included
Norfolk (ORF) to Boston (BOS)
9.2/10 Wonderful! (831 reviews)
Don't see what you're looking for?
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How to find a romantic Nantucket Island vacation

How can I find the best Nantucket Island vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Nantucket Island romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Nantucket Island?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Nantucket Island?

Put a price on love with stunning deals for duos starting at just $677. Prices and availability are subject to change. Additional terms may apply.

Can I book Nantucket Island spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Nantucket Island?

To book a loved-up break in Nantucket Island, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Nantucket Island with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Nantucket Island romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Nantucket Island Hotels

Jared Coffin House

Jared Coffin House

29 Broad Street Nantucket MA
  • 7 min walk from Nantucket Ferry Terminal
If you're in the mood for love, consider a stay at this romantic bed & breakfast, featuring a garden and onsite dining. You'll also love the terrace and ...
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

Jared Coffin House
Luxurious Harbor “Elizabeth” Cottage! Walk & bike to everything

Luxurious Harbor “Elizabeth” Cottage! Walk & bike to everything

Nantucket MA
  • 9 min walk from Nantucket Ferry Terminal
If you're looking for a special getaway, consider a stay at this romantic cottage where there's a garden and much more for you and your partner to enjoy.
9.8/10 Exceptional! (170 reviews)
"Perfect location, easy walk to and from the ferry, quick walk to town, plus water views! The house is clean and comfortable. Had all the items we needed to make our stay enjoyable. Our family had a wonderful time !"

Reviewed on Oct 13, 2026

Luxurious Harbor “Elizabeth” Cottage! Walk & bike to everything
Perfect Family Vacation Home! Heated Salt Water Pool - Car Ferry Tix Available

Perfect Family Vacation Home! Heated Salt Water Pool - Car Ferry Tix Available

Nantucket MA
  • 4 min drive from Nantucket Ferry Terminal
Book a stay at this family-friendly vacation home in Nantucket. Enjoy private pools, a garden, and laundry facilities. Popular attractions Nantucket Lightship ...
10/10 Exceptional! (52 reviews)
"Josh was an amazing host and went out of his way to make our stay extra special! The home was perfect for our family and the location is great. Tucked into the back of a quiet street, but so close to all the conveniences of mid island. We even walked into town one day! A large yard for my kids to ..."

Reviewed on Aug 26, 2026

Perfect Family Vacation Home! Heated Salt Water Pool - Car Ferry Tix Available
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.

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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.