Pine Island Vacation Packages 2026/2026 from $377

Pine Island flight + hotel vacation packages

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

Tropical Palm Motel

Hancock

$377

per person

Feb 23 - Feb 27

found 4 hours ago

Roundtrip flight included

Boston (BOS) to Punta Gorda Airport (PGD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

$863

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Punta Gorda Airport (PGD)

A marina and a restaurant are featured at this smoke-free condo resort. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Save 100% on your flight

$525

per person

Feb 23 - Feb 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Punta Gorda Airport (PGD)

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.

Wyvern Hotel, an Ascend Collection Hotel

Downtown Punta Gorda

Save 100% on your flight

$704

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Punta Gorda Airport (PGD)

This smoke-free hotel features 2 restaurants and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the a rooftop terrace and perks like free self parking.

Four Points by Sheraton Punta Gorda Harborside

Downtown Punta Gorda

$734

per person

Feb 15 - Feb 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Punta Gorda Airport (PGD)

A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. Enjoy the gym and perks like free self parking.

Top Pine Island hotels deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$204 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

Pool

Hot Tub

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

$212 nightly

$237 total

Dec 14 - Dec 15

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.

Pool

Spa

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$172 total

Dec 7 - Dec 8

Total with taxes and fees

This smoke-free hotel features 3 restaurants, 3 beach bars, and 6 bars/lounges. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.

Pool

Free WiFi

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive Bonita Springs FL

Free Cancellation

$198 nightly

$221 total

Dec 8 - Dec 9

Total with taxes and fees

3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Pool

Hot Tub

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

1538 Cape Coral Pkwy E Cape Coral FL

Free Cancellation

$113 nightly

$126 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL

Free Cancellation

Reserve now, pay when you stay

$220 nightly

$243 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the poolside bar and enjoy perks like free self parking.

Pool

Pet friendly

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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.

Popular places to visit

Goodwins Island

Commune with nature and explore the great outdoors at Goodwins Island during your travels in Bokeelia. Take in the museums while you're in the area.

Koucky Gardens & Gallery

You can spend time exploring the galleries in Koucky Gardens & Gallery in Pine Island Center. Wander the beautiful beaches and marina in this family-friendly area.

Useppa Museum

You can spend time studying the exhibits at Useppa Museum in Bokeelia. Amble around the area's marina, or seek out its fishing spots.

Frequently asked questions

How much are vacation packages to Pine Island?

Travelocity offers flight and hotel vacation packages from as low as $377. With such amazing bargains, you'll be exploring all of Pine Island before long.

Where can I get the best vacation package deals for Pine Island?

It's simple — browse Travelocity. With as many as 400 airlines and 1,000,000 properties worldwide, it's a piece of cake to find a Pine Island package deal that appeals to your wanderlust.

Why should I purchase my Pine Island vacation bundle with Travelocity?

Because we believe in crafting one-of-a-kind travel experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to ensure your needs are taken care of. We also offer a Price Match Guarantee, so you can lock in your vacation knowing you've scored the best deal possible. How? If you find a lower price, we'll match it!

Can I save on my Pine Island car rental if I book it with my hotel or flight?

You sure can with our Pine Island vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and watch your savings add up. With a rental car, all the attractions in and around Pine Island are an unforgettable road trip away.

Which airport is best for Pine Island?

Southwest Florida Intl. Airport (RSW) is a great option for visitors flying into Pine Island. Sarasota-Bradenton Intl. Airport (SRQ) and Naples Municipal Airport (APF) also welcome many of the region's flights.

What is there to do in Pine Island?

Pine Island boasts hidden gems at every corner, but be sure you see Calusa Heritage Trail and Useppa Museum during your stay. These two attractions are a must-see for visitors to the region.