Tiptoe Vacations from $1,198

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Your Tiptoe Vacation

The stress-free way to experience this interesting city is with a tailor-made Tiptoe vacation package. Stay in the neighborhood of Southbourne, which is good for dining, shopping and bars and pubs or go someplace else — our package deals are all about you. Any trip to Tiptoe needs a well-thought-out itinerary. Fill yours with attractions like Milford on Sea Beach, Hurst Beach and Lymington Sea Water Baths. Whatever your travel plans or the size of your budget, putting together a tailored Tiptoe vacation is a cinch with Expedia.

The Latest Tiptoe vacation packages

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

Moxy Southampton

3 out of 5
Southampton City Centre
Price was $1,207, price is now $1,198 per person
$1,198
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
9/10 Wonderful! (1,062 reviews)
The room was basic with small hanging rack. There is not sufficient storage, no safe box, not enough table surface to work. Tv streaming from phone to tv did not work. Free WiFi. Free coffee & tea in room. Room has very tiny fridge. No laundry facilities. It is very well located right near a huge shopping complex. Lobby is a bar with plenty of tables to work.

Reviewed on Nov 9, 2026

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What to do in Tiptoe

Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

$21
per adult
98% of travellers recommend
Walk the Secrets of the Titanic
Bar & Club Night Pass to multiple venues in Southampton

Bar & Club Night Pass to multiple venues in Southampton

$7
per adult
Bar & Club Night Pass to multiple venues in Southampton
Full Day Private Shore Tour in Romsey from Southampton Port

Full Day Private Shore Tour in Romsey from Southampton Port

$56
per adult
Full Day Private Shore Tour in Romsey from Southampton Port
See all activities in Tiptoe

Tiptoe Hotel Deals

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $72 total per night from Nov 15 to Nov 16
$72 total
Nov 15 - Nov 16
Total with taxes and fees
Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $107 total per night from Nov 29 to Nov 30
$107 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,736 reviews)
"Well located hotel."

Reviewed on Nov 9, 2026

Leonardo Royal Southampton Grand Harbour
Moxy Southampton

Moxy Southampton

3 out of 5
Harbour Parade Southampton England
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $89 total per night from Nov 22 to Nov 23
$89 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (1,085 reviews)
"The room was basic with small hanging rack. There is not sufficient storage, no safe box, not enough table surface to work. Tv streaming from phone to tv did not work. Free WiFi. Free coffee & tea in room. Room has very tiny fridge. No laundry facilities. It is very well located right near a huge ..."

Reviewed on Nov 9, 2026

Moxy Southampton
See all 4,412 properties in Tiptoe
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 Tiptoe Vacation Packages

Tiptoe Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Top Sights
Hurst Castle, Hurst Beach and St Barbe Museum and Art Gallery

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Frequently asked questions

What are the top things to do in Tiptoe?
Tiptoe, an outdoor and nature destination, offers a range of activities for your Tiptoe vacation, from exploring national parks to relaxing on scenic beaches:

Browse and book things to do in Tiptoe on Expedia.
Can I change or cancel my Tiptoe vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Tiptoe vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Tiptoe vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Tiptoe vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How can I save money on a Tiptoe vacation package?
When you bundle, you can save up to 30%*. To save money on a Tiptoe package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How do I find last-minute vacation packages to Tiptoe?
To find last-minute vacation packages to Tiptoe, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Tiptoe vacation packages?
Free cancellation on a Tiptoe vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Tiptoe vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Tiptoe getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Tiptoe vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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