Formerly Carefree Vacations
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phone 1.800.266.3476
3301-3310 of 8167 results

Land Offers

Italy
6-Nights Jewels of Italy
Italy
CostSaver
Vacation Offer ID 1520179
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From $1,382
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Promotions

Special Promotion: 2026 on Sale | Save 10%* on select 2026 premium departures

Valid for new bookings deposited Now – July 31, 2025 for travel January 1, 2026 – December 31, 2026.

*Promotion may not be combinable with any other offers, promotions, or discounts, and is subject to availability. Other restrictions may apply. 
Italy
13-Nights Classic Italy, Small Groups - Land Journey
Italy
Tauck
Vacation Offer ID 1504501
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Call for pricing
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Italy
12-Nights Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast - Classic
Italy
G Adventures
Vacation Offer ID 1532727
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From $3,239
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Italy
9-Nights Country Roads of Northern Italy - Small Group
Italy
Insight Vacations
Vacation Offer ID 1517252
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From $4,635
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Promotions

Special Promotion: 2026 on Sale | Save 10%* on select 2026 premium departures

Valid for new bookings deposited Now – July 31, 2025 for travel January 1, 2026 – December 31, 2026.

*Promotion may not be combinable with any other offers, promotions, or discounts, and is subject to availability. Other restrictions may apply. 
Italy
12-Nights Best of Italy
Italy
Trafalgar
Vacation Offer ID 1519157
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From $4,331
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Promotions

Special Promotion: 2026 on Sale | Save 10%* on select 2026 premium departures

Valid for new bookings deposited Now – July 31, 2025 for travel January 1, 2026 – December 31, 2026.

*Promotion may not be combinable with any other offers, promotions, or discounts, and is subject to availability. Other restrictions may apply. 
Italy
6-Nights Italy: Southern Tuscany & Giglio Island
Italy
VBT Bicycling Vacations
Vacation Offer ID 1538407
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Promotions

Exclusive Amenity: Receive $50 Gift Code to Use at New Headings Online Outdoor Gear Shop

Valid on new bookings deposited now – December 31, 2025 for travel anytime. 

Other restrictions may apply. Contact your travel advisor about this Signature Exclusive Amenity.
Italy
9-Nights Rome to Tuscany - Privately Guided Italy
Italy
Alexander+Roberts
Vacation Offer ID 1461323
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From $6,199
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Promotions

Exclusive Amenity: Receive $200 Per Couple or $100 Per Person on any Pre or Post Stay Extension to an Alexander+Roberts Small Group Journey, Small Ship Journey, or Private Journey

Valid on new bookings deposited now – December 31, 2025, for travel anytime. 

Other restrictions may apply. Contact your travel advisor about this Signature Exclusive Amenity.

Special Promotion: Ask your travel advisor about additional savings when you Pay-in-Full.

Valid for new bookings deposited Now – December 31, 2025 for travel from Now – December 31, 2026.

Valid on any Small Group, Small Ship, or Private Journeys.

*Promotion may be combinable with other offers, promotions, or discounts, and is subject to availability. Other restrictions may apply. 
Italy
15-Nights Country Roads of Italy - Small Group
Italy
Insight Vacations
Vacation Offer ID 1517250
Reference this number when contacting our travel specialist.
From $7,595
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Promotions

Special Promotion: 2026 on Sale | Save 10%* on select 2026 premium departures

Valid for new bookings deposited Now – July 31, 2025 for travel January 1, 2026 – December 31, 2026.

*Promotion may not be combinable with any other offers, promotions, or discounts, and is subject to availability. Other restrictions may apply. 
Italy
9-Nights Country Roads of Northern Italy - Classic Group
Italy
Insight Vacations
Vacation Offer ID 1517251
Reference this number when contacting our travel specialist.
From $3,848
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Promotions

Special Promotion: 2026 on Sale | Save 10%* on select 2026 premium departures

Valid for new bookings deposited Now – July 31, 2025 for travel January 1, 2026 – December 31, 2026.

*Promotion may not be combinable with any other offers, promotions, or discounts, and is subject to availability. Other restrictions may apply. 
Italy
6-Nights The Sweet Life: Rome & Sorrento
Italy
Tauck
Vacation Offer ID 1553124
Reference this number when contacting our travel specialist.
From $5,590
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