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Ottleyʼs Vacation Packages

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Ottleyʼs Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Koi Resort Saint Kitts, Curio Collection by Hilton

Koi Resort Saint Kitts, Curio Collection by Hilton

4 out of 5
Price was $1,348, price is now $1,181 per person
$1,181
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 4-star spa resort in Basseterre. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greatheeds and Royal St. Kitts Golf Club are located nearby.
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Price was $9,587, price is now $4,983 per person
$4,983
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 5-star luxury hotel in Basseterre. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Lion's Beach and Banana Bay Beach are located nearby.
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $6,498, price is now $4,468 per person
$4,468
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 5-star luxury aparthotel in Basseterre. Enjoy free WiFi, free parking, and a private beach. Popular attractions Romney Manor and Berkeley Memorial are located nearby.
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $2,472, price is now $1,867 per person
$1,867
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 4-star beach hotel in Cotton Ground. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Pinney's Beach and Four Seasons Golf Course are located nearby.
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $3,074, price is now $2,489 per person
$2,489
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 5-star luxury resort in Saint Pauls. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Mount Liamuiga and Dieppe Bay Beach are located nearby.
St Kitts Marriott Beach Resort, Casino & Spa

St Kitts Marriott Beach Resort, Casino & Spa

4.5 out of 5
Price was $1,577, price is now $1,300 per person
$1,300
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 4.5-star luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Royal St. Kitts Golf Club and Frigate Bay Beach are located nearby.
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Save 100% on your flight
Price was $5,289, price is now $4,512 per person
$4,512
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 5-star luxury resort in Jessups Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Four Seasons Golf Course and Nevisian Heritage Village are located nearby.
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $2,544, price is now $2,237 per person
$2,237
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Stay at this 4-star hotel in Gingerland. Enjoy free WiFi, room service, and in-room massages. Popular attractions Eva Wilkin Gallery and Market Place are located nearby.

Ottleyʼs Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $1,193, price is now $982 per person
$982
per person
Dec 12 - Dec 15
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $2,536, price is now $1,540 per person
$1,540
per person
Dec 12 - Dec 15
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Price was $2,500, price is now $1,828 per person
$1,828
per person
Dec 12 - Dec 15
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $1,827, price is now $1,535 per person
$1,535
per person
Dec 12 - Dec 15
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)

Ottleyʼs Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $2,472, price is now $1,867 per person
$1,867
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Price was $9,587, price is now $4,983 per person
$4,983
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $6,498, price is now $4,468 per person
$4,468
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $3,074, price is now $2,489 per person
$2,489
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)

Top Flight Deals

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

JetBlue Airways
Tue, Oct 28 - Tue, Nov 4
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 28 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Tue, Nov 4, priced at $317 found 1 day ago
American Airlines
Sat, Dec 6 - Sat, Dec 13
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Dec 6 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Dec 13, priced at $318 found 2 days ago
American Airlines
Sat, Oct 18 - Fri, Oct 24
YYZ
Pearson Intl.
SKB
Robert L. Bradshaw Intl.
$417 Roundtrip, found 3 days ago
$417
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Oct 18 from Pearson Intl. to Robert L. Bradshaw Intl., returning Fri, Oct 24, priced at $417 found 3 days ago
American Airlines
Wed, Oct 29 - Mon, Nov 3
MIA
Miami Intl.
SKB
Robert L. Bradshaw Intl.
$626 Roundtrip, found 5 days ago
$626
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Oct 29 from Miami Intl. to Robert L. Bradshaw Intl., returning Mon, Nov 3, priced at $626 found 5 days ago