Windward Islands Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Windward Islands Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The LINQ Hotel & Casino – A Caesars Rewards Destination

The LINQ Hotel & Casino – A Caesars Rewards Destination

4 out of 5
Las Vegas Strip
Price was $904, price is now $348 per person
$348
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Las Vegas (LAS)
Book a stay at this spa resort in Las Vegas. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions The Linq and Colosseum at Caesars Palace are located nearby.

Harrah’s Las Vegas – A Caesars Rewards Destination

Harrah’s Las Vegas – A Caesars Rewards Destination

3.5 out of 5
Las Vegas Strip
Save 100% on your flight
Price was $1,251, price is now $571 per person
$571
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Las Vegas (LAS)
Book a stay at this spa resort in Las Vegas. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions The Linq and Colosseum at Caesars Palace are located nearby.

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,257, price is now $596 per person
$596
per person
Jun 7 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Save 100% on your flight
Price was $923, price is now $472 per person
$472
per person
Jun 7 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Virgin Hotel Las Vegas, Curio Collection by Hilton

Virgin Hotel Las Vegas, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $1,031, price is now $528 per person
$528
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Las Vegas (LAS)
Book a stay at this luxury resort in Las Vegas. Enjoy free parking, an outdoor pool, and 7 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions MGM Grand Casino and The Cosmopolitan Casino are located nearby.

Treasure Island - TI Las Vegas Hotel & Casino

Treasure Island - TI Las Vegas Hotel & Casino

4 out of 5
Las Vegas Strip
Save 100% on your flight
Price was $790, price is now $407 per person
$407
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Las Vegas (LAS)
Book a stay at this spa resort in Las Vegas. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Treasure Island Casino and The Venetian Casino are located nearby.

Don't see what you're looking for?
See all available trips from Columbus to Windward Islands
View all trips

Top Hotel Deals

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Gros Islet Gros Islet
75.83 km from city center
Book a stay at this luxury property in Gros Islet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Siesta Hotel

Siesta Hotel

3 out of 5
Morne Rouge Street St. George's
171.67 km from city center
Book a stay at this family-friendly hotel in St. George's. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Radisson Grenada Beach Resort

Radisson Grenada Beach Resort

4 out of 5
Grand Anse St. George's
170.95 km from city center
Book a stay at this beach hotel in St. George's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Zoetry Marigot Bay - All Inclusive

Zoetry Marigot Bay - All Inclusive

5 out of 5
Marigot Bay Marigot Bay Castries
59.11 km from city center
Book a stay at this luxury property in Marigot Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property ...
Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

4 out of 5
Eau Piquant Vieux Fort
44.41 km from city center
Book a stay at this beach property in Vieux Fort. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Sugar Beach, A Viceroy Resort

Sugar Beach, A Viceroy Resort

5 out of 5
Val des Pitons Soufrière
43.73 km from city center
Book a stay at this luxury resort in Soufrière. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences

5 out of 5
Labrelotte Bay Gros Islet
70.96 km from city center
Book a stay at this luxury resort in Gros Islet. Enjoy 6 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the helpful staff in our reviews. ...
Karibea Valmenière Hôtel

Karibea Valmenière Hôtel

3 out of 5
Avenue Des Arawaks Fort-de-France
128.52 km from city center
Book a stay at this business-friendly hotel in Fort-de-France. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Cruise Terminal and ...
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

4 out of 5
1 Choc Bay Gros Islet
69.21 km from city center
Book a stay at this beach property in Gros Islet. Enjoy free breakfast, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Royalton Hideaway Saint Lucia, An Autograph Collection All-Inclusive Resort - Adults Only

Royalton Hideaway Saint Lucia, An Autograph Collection All-Inclusive Resort - Adults Only

4.5 out of 5
Gros Islet Gros Islet Gros Islet
75.83 km from city center
Book a stay at this luxury property in Gros Islet. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Royalton Grenada, An Autograph Collection All-Inclusive Resort

Royalton Grenada, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Magazine Beach Point Seline St. George's St George's
173.41 km from city center
Book a stay at this luxury hotel in St. George's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Bel Jou Hotel – Adults Only – All Inclusive

Bel Jou Hotel – Adults Only – All Inclusive

3.5 out of 5
La Pansee Castries
66.02 km from city center
Book a stay at this spa property in Castries. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Rabot Hotel from Hotel Chocolat

Rabot Hotel from Hotel Chocolat

4.5 out of 5
Rabot Estate Soufrière
47.82 km from city center
Book a stay at this luxury hotel in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Fond Doux Eco Resort

Fond Doux Eco Resort

3.5 out of 5
Soufriere Soufrière
44.59 km from city center
Book a stay at this spa hotel in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Beachcombers Hotel

Beachcombers Hotel

3.5 out of 5
Villa beach Villa
38.68 km from city center
Book a stay at this family-friendly resort in Villa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our ...
Don't see what you're looking for?
See all available properties in Windward Islands
View all properties
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.