Windley Key Adventure Vacations

Book a Adventure Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Adventure vacation packages in Windley Key

Price found within the past 48 hours. Click for updated prices.
Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was ￥366,940, price is now ￥303,446 per person
￥303,446
per person
Oct 4 - Oct 9
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.6/10 Excellent! (1,628 reviews)
I highly recommend this hotel.

Reviewed on Jul 25, 2026

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
Price was ￥511,290, price is now ￥409,969 per person
￥409,969
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
8.6/10 Excellent! (1,425 reviews)

Andaz Miami Beach Resort & Spa

Andaz Miami Beach Resort & Spa

5 out of 5
Mid Beach
Price was ￥393,315, price is now ￥320,466 per person
￥320,466
per person
Oct 4 - Oct 9
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (336 reviews)
Best beach view

Reviewed on Jul 23, 2026

EAST Miami

EAST Miami

5 out of 5
Brickell
Price was ￥541,958, price is now ￥450,380 per person
￥450,380
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
9.2/10 Wonderful! (3,959 reviews)

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was ￥387,175, price is now ￥322,368 per person
￥322,368
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
9.2/10 Wonderful! (485 reviews)
Awesome experience

Reviewed on Jul 21, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Windley Key
View all trips

5* Adventure vacations in Windley Key

Price found within the past 48 hours. Click for updated prices.
Andaz Miami Beach Resort & Spa

Andaz Miami Beach Resort & Spa

5 out of 5
Mid Beach
Price was ￥393,315, price is now ￥320,466 per person
￥320,466
per person
Oct 4 - Oct 9
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (336 reviews)
Best beach view

Reviewed on Jul 23, 2026

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
Price was ￥511,290, price is now ￥409,969 per person
￥409,969
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
8.6/10 Excellent! (1,425 reviews)

EAST Miami

EAST Miami

5 out of 5
Brickell
Price was ￥541,958, price is now ￥450,380 per person
￥450,380
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
9.2/10 Wonderful! (3,959 reviews)

Don't see what you're looking for?
See all available trips from Tokyo to Windley Key
View all trips

3 Night Adventure vacations in Windley Key

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was ￥357,418, price is now ￥305,874 per person
￥305,874
per person
Sep 30 - Oct 3
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Miami (MIA)
8/10 Very Good! (1,172 reviews)
Very nice

Reviewed on Jul 20, 2026

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
Price was ￥387,736, price is now ￥322,159 per person
￥322,159
per person
Sep 30 - Oct 3
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Miami (MIA)
8.6/10 Excellent! (1,425 reviews)

Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
Price was ￥380,266, price is now ￥327,644 per person
￥327,644
per person
Sep 30 - Oct 3
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Miami (MIA)
8.6/10 Excellent! (3,335 reviews)

Don't see what you're looking for?
See all available trips from Osaka to Windley Key
View all trips

Things to do

Mangroves and Manatees - Guided Kayak Eco Tour

Mangroves and Manatees - Guided Kayak Eco Tour

￥11,215
per adult
92% of travellers recommend
Mangroves and Manatees - Guided Kayak Eco Tour
Snorkel and Sandbar Combo Adventure in Islamorada

Snorkel and Sandbar Combo Adventure in Islamorada

￥18,116
per adult
Snorkel and Sandbar Combo Adventure in Islamorada
Explore Mangrove Creeks with an All Day SUP/single kayak Rental

Explore Mangrove Creeks with an All Day SUP/single kayak Rental

￥7,964
per adult
80% of travellers recommend
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
See all activities in Windley Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.