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The Florida Gulf Coast Self Drive (Sarasota - Sanibel Island - Naples)

8 Nights from $1,107*
* Sample price: priced within the past 7 days for a 9/16/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 8 night sample itinerary price includes:

  • Flight into Sarasota and out of Fort Myers
  • Rental Car for 9 days
  • Hotel for 3 nights in Sarasota
  • Hotel for 2 nights in Sanibel Island
  • Hotel for 2 nights in Naples
  • Driving Time
    Sarasota – Sanibel Island: 1 hr 49 min approx.
    Sanibel Island - Naples: 1 hr 5 min approx.
    Naples – Fort Myers: 51 min approx

Explore Florida and its beautiful surrounding Gulf Coast gems with many outdoor activities, golden beaches, and much more with a convenient rental car. Visit Sarasota (a popular coastal city known for its vibrant arts community, excellent restaurants, unique shopping, and beautiful beaches); Sanibel Island and Naples (a city on the Gulf of Mexico in southwest Florida that’s known for high-end shopping and golf courses).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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