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Tripi Vacation Packages

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Tripi Flight + Hotel Packages

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

Hotel Continental

3 out of 5
Price was $1,811, price is now $1,271 per person
$1,271
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this business-friendly hotel in Taormina. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Corso Umberto and Taormina Cable Car are located nearby.
Amazing property great staff definitely would recommend

Reviewed on Jul 23, 2026

The Ashbee Hotel - The Leading Hotels of the World

The Ashbee Hotel - The Leading Hotels of the World

5 out of 5
Save 100% on your flight
Price was $10,667, price is now $7,639 per person
$7,639
per person
Aug 29 - Sep 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this luxury hotel in Taormina. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Taormina Cable Car and Greek Theatre are located nearby.

Ollen apartments

Ollen apartments

4 out of 5
Price was $1,990, price is now $1,442 per person
$1,442
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this family-friendly hotel in Catania. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Via Etnea and Piazza del Duomo are located nearby.

Wellness & Spa Hotel Principe di Fitalia

Wellness & Spa Hotel Principe di Fitalia

5 out of 5
Price was $2,634, price is now $1,925 per person
$1,925
per person
Aug 29 - Sep 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this luxury hotel in Syracuse. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Fontane Bianche Beach and Cantine Gulino are located nearby.
A very well maintained hotel. An excellent pool. Incredibly helpful staff even though we speak very limited Italian and an exceptional breakfast.

Reviewed on Jul 12, 2026

Duomo Suites & Spa

Duomo Suites & Spa

4 out of 5
Price was $2,057, price is now $1,565 per person
$1,565
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this spa hotel in Catania. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Piazza del Duomo and Catania Port are located nearby.
I Love this hotel, please get Smart TV with YouTube and Netflix, I only stayed one night, I looked for accommodation with Smart TV for my next 3 days, please 🙏 I would like to stay in your hotel, Please get Smart TV 🙏

Reviewed on Jul 17, 2026

Hotel Metropole Taormina

Hotel Metropole Taormina

5 out of 5
Save 100% on your flight
Price was $10,604, price is now $8,393 per person
$8,393
per person
Aug 29 - Sep 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this luxury hotel in Taormina. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Corso Umberto and Taormina Cable Car are located nearby.
Amazing

Reviewed on Jul 12, 2026

Hotel Tritone

Hotel Tritone

4 out of 5
Price was $1,749, price is now $1,437 per person
$1,437
per person
Aug 29 - Sep 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this luxury hotel in Lipari. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza di Marina Corta and Contrada Diana Archaeological Park are located nearby.
Beautiful pool. Convenient location. Lovely staff!

Reviewed on Jul 5, 2026

Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts

Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $7,179, price is now $5,902 per person
$5,902
per person
Aug 29 - Sep 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Book a stay at this luxury hotel in Taormina. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Greek Theatre and Isola Bella are located nearby.

Tripi Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Locanda Don Serafino Historical Boutique Hotel

Locanda Don Serafino Historical Boutique Hotel

4 out of 5
Ragusa Ibla
Price was $1,189, price is now $1,074 per person
$1,074
per person
Aug 30 - Sep 2
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Hotel Continental

Hotel Continental

3 out of 5
Taormina City Centre
Price was $1,589, price is now $1,241 per person
$1,241
per person
Aug 27 - Aug 30
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Catania (CTA)
La Dépendance

La Dépendance

3 out of 5
Price was $1,517, price is now $1,337 per person
$1,337
per person
Aug 30 - Sep 2
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Iblaresort Boutique Hotel

Iblaresort Boutique Hotel

3 out of 5
Ragusa Ibla
Price was $1,203, price is now $1,086 per person
$1,086
per person
Aug 30 - Sep 2
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)

Tripi Vacation Packages 5-7 Night Stays

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

Hotel Continental

3 out of 5
Taormina City Centre
Price was $1,811, price is now $1,271 per person
$1,271
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
The Ashbee Hotel - The Leading Hotels of the World

The Ashbee Hotel - The Leading Hotels of the World

5 out of 5
Save 100% on your flight
Price was $10,667, price is now $7,639 per person
$7,639
per person
Aug 29 - Sep 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Ollen apartments

Ollen apartments

4 out of 5
Picanello-Ognina-Barriera-Canalicchio
Price was $1,990, price is now $1,442 per person
$1,442
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)
Wellness & Spa Hotel Principe di Fitalia

Wellness & Spa Hotel Principe di Fitalia

5 out of 5
Price was $2,634, price is now $1,925 per person
$1,925
per person
Aug 29 - Sep 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Catania (CTA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

TAP Portugal
Sun, Aug 30 - Wed, Sep 16
EWR
Newark Liberty Intl. Airport
REG
Strait of Messina
$1,039 Roundtrip, found 5 days ago
$1,039
Roundtrip
found 5 days ago
Select TAP Portugal flight, departing Sun, Aug 30 from Newark Liberty Intl. Airport to Strait of Messina, returning Wed, Sep 16, priced at $1,039 found 5 days ago
United
Sun, Aug 30 - Sat, Sep 19
EWR
Newark Liberty Intl. Airport
REG
Strait of Messina
$1,360 Roundtrip, found 2 days ago
$1,360
Roundtrip
found 2 days ago
Select United flight, departing Sun, Aug 30 from Newark Liberty Intl. Airport to Strait of Messina, returning Sat, Sep 19, priced at $1,360 found 2 days ago
Lufthansa
Mon, Aug 31 - Sat, Sep 19
EWR
Newark Liberty Intl. Airport
REG
Strait of Messina
$1,361 Roundtrip, found 5 days ago
$1,361
Roundtrip
found 5 days ago
Select Lufthansa flight, departing Mon, Aug 31 from Newark Liberty Intl. Airport to Strait of Messina, returning Sat, Sep 19, priced at $1,361 found 5 days ago
Swiss International Air Lines
Mon, Aug 31 - Sat, Sep 19
EWR
Newark Liberty Intl. Airport
REG
Strait of Messina
$1,364 Roundtrip, found 5 days ago
$1,364
Roundtrip
found 5 days ago
Select Swiss International Air Lines flight, departing Mon, Aug 31 from Newark Liberty Intl. Airport to Strait of Messina, returning Sat, Sep 19, priced at $1,364 found 5 days ago