22 days in Caribbean, Bahamas & Florida Itinerary

22 days in Caribbean, Bahamas & Florida Itinerary

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Route & dates

22 days in Caribbean, Bahamas & Florida Itinerary

Start: New Delhi, India
Fly:  21​h 45​min
1
San Juan, Puerto Rico
— 3 nights
Fly:  7​h 45​min
2
Paradise Island, Bahamas
— 2 nights
Drive:  30​min
3
Nassau, Bahamas
— 2 nights
Fly:  4​h 30​min
4
Havana, Cuba
— 3 nights
Fly:  5​h 45​min
5
Key West, United States
— 3 nights
Fly:  2​h 30​min
6
Miami, United States
— 2 nights
Fly:  3​h 15​min
7
Orlando, United States
— 5 nights
Fly:  21​h 15​min
End: New Delhi, India

3
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Do your shopping at Coqui International and Plaza Las Americas. Step out of San Juan to go to El Yunque National Forest and see El Yunque Rain Forest, which is approximately 1h 10 min away. Next up on the itinerary: contemplate the long history of Old San Juan, make a trip to The Franciscan Chapel, revel in the low prices at Coach Outlet Store, and appreciate the extensive heritage of Sitio Histórico de San Juan.

To see reviews, more things to do, ratings, and other tourist information, read San Juan online driving holiday planner .

New Delhi, India to San Juan is an approximately 22-hour flight. The time zone changes from India Standard Time (IST) to Atlantic Standard Time (AST), which is usually a -9 hour difference. When traveling from New Delhi in December, plan for a bit warmer days in San Juan, with highs around 34°C, while nights are warmer with lows around 28°C. Finish your sightseeing early on the 21st (Sat) to allow enough time to travel to Paradise Island.

Things to do in San Juan

Shopping Historic Sites Nature

Side Trips

El Yunque Rain Forest, Coqui International
Highlights from your plan
Coqui International ©
Coqui International
Plaza Las Americas ©
Plaza Las Americas
Walter Otero Contemporary Art ©
Walter Otero Contemporary Art

2
nights
Paradise Island, Bahamas

Paradise Island ©
Located just off the shore from the capital city, Paradise Island offers glamorous gambling, luxury living, and a welcome dose of island exploration as well.
On the 22nd (Sun), observe the fascinating underwater world at Marine Habitat at Atlantis, look for gifts at Bahama Craft Centre, and then browse the different shops at Marina Village. Get ready for a full day of sightseeing on the next day: play a few rounds at Ocean Club Golf Course, try your luck at Atlantis Casino, and then soothe aching muscles at some of the top local wellness centers.

To see ratings, reviews, more things to do, and more tourist information, you can read our Paradise Island trip planner .

Getting from San Juan to Paradise Island by flight takes about 8 hours. Other options: do a combination of car and flight. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. Plan for a bit cooler nights when traveling from San Juan in December since evenings lows in Paradise Island dip to 24°C. Finish your sightseeing early on the 23rd (Mon) to allow enough time to drive to Nassau.

Things to do in Paradise Island

Zoos & Aquariums Parks Golf
Highlights from your plan
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Bahama Craft Centre ©
Bahama Craft Centre
Marina Village ©
Marina Village

2
nights
Nassau, Bahamas

Nassau ©
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Kick off your visit on the 24th (Tue): enjoy the sand and surf at Cable Beach, then learn about wildlife with up-close encounters at Ardastra Gardens, Zoo and Conservation Center, then take an in-depth tour of Pirates of Nassau Museum, and finally hunt for treasures at Straw Market. Get ready for a full day of sightseeing on the next day: head off the coast to Blue Lagoon Island and then indulge in some culinary diversions at a local gastronomic tour.

To find maps, reviews, other places to visit, and tourist information, refer to the Nassau road trip site .

Nassau is just a stone's throw from Paradise Island. In December, plan for daily highs up to 32°C, and evening lows to 24°C. Finish up your sightseeing early on the 25th (Wed) so you can travel to Havana.

Things to do in Nassau

Parks Nature Tours
Highlights from your plan
Cable Beach ©
Cable Beach
Blue Lagoon Island ©
Blue Lagoon Island

3
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
For shopping fun, head to L'Antigua Habana or Estudio Taller Santacana. There's lots more to do: don't miss a visit to El Malecon, steep yourself in history at Castillo de la Real Fuerza, get to know the fascinating history of Old Havana, and stroll the grounds of Christopher Columbus Cemetery (Cemetario de Colon).

Plan trip to Havana with our itinerary maker to find out where to go and what to do.

Fly from Nassau to Havana in 4.5 hours. Traveling from Nassau in December, expect little chillier with lows of 20°C in Havana. Finish your sightseeing early on the 28th (Sat) so you can travel to Key West.

Things to do in Havana

Historic Sites Museums Shopping

Side Trip

L'Antigua Habana
Highlights from your plan
Malecón of Havana ©
Malecón of Havana
L'Antigua Habana ©
L'Antigua Habana
Estudio Taller Santacana ©
Estudio Taller Santacana

3
nights
Key West, United States

Key West ©
Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
For shopping fun, head to Alan S. Maltz Gallery or 7 Artists & Friends. Get out of town with these interesting Key West side-trips: Big Pine Key (Bahia Honda State Park & Artists in Paradise Gallery). There's much more to do: see the interesting displays at The Ernest Hemingway Home and Museum, shop like a local with Art On Duval Key West, make a trip to Duval Street, and get a new perspective on things with Boat Tours & Water Sports.

For maps, where to stay, more things to do, and more tourist information, read our Key West trip planner.

You can fly from Havana to Key West in 6 hours. Another option is to do a combination of flight and shuttle. Traveling from Havana in December, Key West is a bit warmer at night with lows of 25°C. Wrap up your sightseeing on the 31st (Tue) early enough to travel to Miami.

Things to do in Key West

Museums Shopping Parks

Side Trip

Big Pine Key
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
Sunset Celebration ©
Sunset Celebration
Rock House Masterpieces ©
Rock House Masterpieces

2
nights
Miami, United States

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Kick off your visit on the 1st (Wed): browse the different shops at Dolphin Mall, then wander the streets of Lincoln Road, and then look for gifts at Guayaba y Chocolate. On the 2nd (Thu), you'll have a packed day of sightseeing: see the interesting displays at Vizcaya Museum and Gardens, enjoy some diversion at Lock & Load Miami, then examine the collection at Lock & Load Museum, and finally browse the different shops at Bayside Marketplace.

To see photos, more things to do, maps, and more tourist information, read our Miami trip itinerary app .

Traveling by flight from Key West to Miami takes 2.5 hours. Alternatively, you can do a combination of flight and bus; or drive. In December, plan for daily highs up to 32°C, and evening lows to 23°C. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel to Orlando.

Things to do in Miami

Shopping Museums Historic Sites

Side Trip

Lincoln Road
Highlights from your plan
Bayside Marketplace ©
Bayside Marketplace
Lincoln Road ©
Lincoln Road
Dolphin Mall ©
Dolphin Mall

5
nights
Orlando, United States

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Head to The Mall at Millenia and Orlando International Premium Outletsfor some retail therapy. There's much more to do: make an unforgettable trip to Walt Disney World Resort, browse the different shops at Disney Springs, get a taste of the local shopping with Timothy's Gallery, and find something for the whole family at Universal Orlando Resort.

To find reviews, traveler tips, more things to do, and other tourist information, refer to the Orlando tour planning app .

Traveling by flight from Miami to Orlando takes 3.5 hours. Alternatively, you can drive; or do a combination of train and flight. Expect little chillier temperatures when traveling from Miami in January; daily highs in Orlando reach 25°C and lows reach 13°C. Finish your sightseeing early on the 7th (Tue) to allow enough time to travel back home.

Things to do in Orlando

Theme Parks Shopping Fun & Games

Side Trips

Plant Street Market, Timothy's Gallery
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
The Mall at Millenia ©
The Mall at Millenia
Disney Springs ©
Disney Springs

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