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✈ Tuscany: 8-Day Castle Stay with Flights & Car Rental

Stay six nights at Castello di Montegufoni, a 12th-century castle in Tuscany’s Chianti region, with roundtrip flights to Rome and a rental car to explore Florence, Siena, and Pisa at your own pace. Book by November 30, 2026.

Tuscany • 1000+ mi
4.4
4.4 stars out of 5 stars
4852 Ratings
Discount price $899
$899
Includes all fees
8-Day Tuscan Castle Stay
View Deal
Best Rated
✈ Hawaii: 4-Day Waikiki Getaway with Flights & Hotel
Honolulu • 1000+ mi
4.4
4.4 stars out of 5 stars
4852 Ratings
Discount price $599
$599
Includes all fees
4-Day Waikiki Getaway w/ Air
5 bought
Best Rated
✈ Riviera Maya: 4-Night All-Inclusive Resort Stay with Flights
Riviera Maya, Mexico
4.0
4.0 stars out of 5 stars
519 Ratings
Regular price $1,198
$1,198
 
Discount price $599
$599
Includes all fees
4-Nt All-Inclusive Riviera Maya
8 bought
✈ Morocco: 7-Night Escape w/ Flights, Hotels, Breakfast & Tours
Av. Mohammed V, Essaouira • 1000+ mi
4.0
4.0 stars out of 5 stars
261 Ratings
Regular price $1,199
$1,199
 
Discount price $999
$999
Includes all fees
7-Night Morocco Escape
30+ bought
8-Night Tour with Flights, Hotels, Overnight Train & Internal...
Rovianemi • 1000+ mi
4.0
4.0 stars out of 5 stars
7666 Ratings
Regular price $2,142
$2,142
 
Discount price $1,499
$1,499
Includes all fees
8-Night Finland Tour w/ Flights
100+ Bought
✈ Greece: 9-Day Athens, Mykonos & Santorini with Flights & Ferry
Athens • 1000+ mi
4.0
4.0 stars out of 5 stars
264 Ratings
Regular price $1,299
$1,299
 
Discount price $999
$999
Includes all fees
9-Day Greece w/ Flights & Hotels
270+ bought
✈ Oaxaca: 11-Night Mexico Coast & Culture Road Trip with...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $1,590
$1,590
 
Discount price $1,272
$1,272
Includes all fees
11-Night Oaxaca with Flights
Best Rated
✈ Sydney, Cairns & Fiji: 8-Night Getaway with Flights & Hotels
Cairns • 1000+ mi
4.3
4.3 stars out of 5 stars
367 Ratings
Regular price $2,874
$2,874
 
Discount price $2,599
$2,599
Includes all fees
8-Night Sydney, Cairns & Fiji
100+ Bought
✈ Amsterdam: 4-Night Escape with Flights, Hotel & Breakfast
amsterdam • 1000+ mi
4.0
4.0 stars out of 5 stars
264 Ratings
Discount price $499
$499
Includes all fees
4-Night Amsterdam w/ Air & Hotel
190+ bought
Best Rated
✈ New Zealand & Fiji: 8-Night Getaway with Flights & Hotels
Nadi • 1000+ mi
4.3
4.3 stars out of 5 stars
367 Ratings
Regular price $2,749
$2,749
 
Discount price $2,399
$2,399
Includes all fees
8-Night New Zealand & Fiji
✈ San Francisco & Napa: 3-Night Wine Trip with Flights, Hotels...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $610
$610
 
Discount price $488
$488
Includes all fees
3-Night SF & Napa with Flights
✈ China: 10-Day Chengdu & Chongqing Escape with Flights & Hotels
Chengdu • 1000+ mi
4.0
4.0 stars out of 5 stars
262 Ratings
Regular price $1,819
$1,819
 
Discount price $1,299
$1,299
Includes all fees
10-Day China w/ Flights & Hotels
7 bought
100+ Bought
CRUISE Mystery: Surprise Voyage with Major Cruise Lines
4.0
4.0 stars out of 5 stars
7679 Ratings
Regular price $999
$999
 
Discount price $299
$299
Includes all fees
Bahamas & Mexico Voyage
200+ bought
✈ Helsinki & Kakslauttanen: 6-Day Tour with Flights, Hotels &...
Stockholm • 1000+ mi
4.0
4.0 stars out of 5 stars
7666 Ratings
Regular price $2,570
$2,570
 
Discount price $1,799
$1,799
Includes all fees
6-Day Finland Tour…
✈ Mexico: 10-Night Tulum & Cancún Road Trip with Flights,...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $1,222
$1,222
 
Discount price $978
$978
Includes all fees
10-Night Mexico with Flights
✈ Machu Picchu Extended: 9-Day Peru with Flights & Hotels
Lima • 1000+ mi
4.0
4.0 stars out of 5 stars
262 Ratings
Discount price $1,499
$1,499
Includes all fees
9-Day Peru w/ Flights & Hotels
✈ Tokyo: 7-Night Japan City Adventure with Flights & Asakusa...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $1,757
$1,757
 
Discount price $1,406
$1,406
Includes all fees
7-Night Tokyo with Flights
✈ Jamaica: 6-Night Montego Bay & Negril Trip with Flights &...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $1,397
$1,397
 
Discount price $1,118
$1,118
Includes all fees
6-Night Jamaica with Flights
✈ Philippines: 6-Night Cebu Waterfalls & Beaches Trip with...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $852
$852
 
Discount price $682
$682
Includes all fees
6-Night Cebu with Flights
5000+ Bought Trending
Trending
Mystery Getaway: Surprise Destination with Flights & Hotel
4.0
4.0 stars out of 5 stars
7680 Ratings
Regular price $399
$399
 
Discount price $199
$199
Includes all fees
Mystery Vacation
5,000+ bought
✈ 10-Day Tour of Thailand w/ Hotels & Air from TripToGo
1063 Rama IX Rd, Bang Kapi, Huai Khwang, Bangkok • 1000+ mi
4.0
4.0 stars out of 5 stars
264 Ratings
Discount price $799
$799
Includes all fees
10-Day Tour of Thailand
50+ bought
Best Rated
✈ Kenya Safari: 7-Day Tour with Flights, Hotels & Game Drives
Nairobi • 1000+ mi
4.3
4.3 stars out of 5 stars
367 Ratings
Regular price $3,148
$3,148
 
Discount price $2,898
$2,898
Includes all fees
7-Day Kenya Safari with…
✈ Rome: 4-Night Escape w/ Flights, Hotel & Daily Breakfast
Rome, Roma • 1000+ mi
4.0
4.0 stars out of 5 stars
264 Ratings
Regular price $599
$599
 
Discount price $499
$499
Includes all fees
4-Night Rome Tour
80+ bought
Best Rated
✈ Tahiti & Bora Bora: 5-Night Getaway with Flights, Hotels &...
Tahiti • 1000+ mi
4.3
4.3 stars out of 5 stars
367 Ratings
Regular price $3,149
$3,149
 
Discount price $2,999
$2,999
Includes all fees
5-Night Tahiti & Bora Bora
✈ Essaouira: 4-Night Morocco Coastal Escape with Flights & Riad...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $1,475
$1,475
 
Discount price $1,180
$1,180
Includes all fees
4-Night Morocco with Flights
✈ 8-Night Barcelona & Madrid Vacation w/ Hotels & Air from...
Madrid • 1000+ mi
4.0
4.0 stars out of 5 stars
264 Ratings
Discount price $899
$899
Includes all fees
8-Night Barcelona/Madrid Trip
30+ bought
✈ Maldives: 7-Night Island Getaway with Flights, Hotel &...
Merchandising (US)
3.9
3.9 stars out of 5 stars
28 Ratings
Regular price $2,788
$2,788
 
Discount price $2,231
$2,231
Includes all fees
7-Night Maldives with Flights
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