30 days in Caribbean, Key Largo & Kokomo Itinerary

30 days in Caribbean, Key Largo & Kokomo Itinerary

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Route & dates

30 days in Caribbean, Key Largo & Kokomo Itinerary

Start: Sydney, Australia
Fly:  25​h
1
Oranjestad, Aruba
— 3 nights
Fly + shuttle:  4​h
2
Punta Cana, Dominican Republic
— 4 nights
+2
shuttle + Fly + bus:  10​h 30​min
3
Ocho Rios, Jamaica
— 1 night
bus:  1​h 30​min
4
Montego Bay, Jamaica
— 3 nights
Fly:  5​h 30​min
5
Havana, Cuba
— 3 nights
Fly:  4​h 30​min
6
Nassau, Bahamas
— 4 nights
Fly + Drive:  5​h 45​min
7
Key Largo, United States
— 3 nights
+2
Drive + Fly + Drive:  7​h 15​min
8
St. George, Bermuda
— 2 nights
+2
Drive + Fly + Drive:  13​h
9
Kokomo, United States
— 2 nights
Drive + Fly:  28​h
End: Sydney, Australia

3
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Step out of Oranjestad to go to San Nicolas and see Baby Beach, which is approximately 32 minutes away. There's still lots to do: kick back and relax at Eagle Beach, explore the striking landscape at Ayo and Casibari Rock Formations, stroll through Palm Beach, and explore the wealth of natural beauty at Arikok National Park.

To see where to stay, other places to visit, reviews, and more tourist information, go to the Oranjestad day trip planning app .

Sydney, Australia to Oranjestad is an approximately 25-hour flight. You can also do a combination of bus and flight. The time zone difference moving from Australian Eastern Standard Time (New South Wales) (AEST) to Atlantic Standard Time (AST) is minus 14 hours. Plan for a bit warmer temperatures traveling from Sydney in December, with highs in Oranjestad at 36°C and lows at 30°C. Finish your sightseeing early on the 15th (Tue) so you can travel to Punta Cana.

Things to do in Oranjestad

Parks Outdoors Beaches

Side Trips

Palm - Eagle Beach, Baby Beach, California Lighthouse, Ayo and Casibari Rock Formations, Arikok National Park
Find places to stay Dec 12 — 15:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Arikok National Park ©
Arikok National Park
Palm Beach ©
Palm Beach

4
nights
Punta Cana, Dominican Republic

Punta Cana ©
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Get out of town with these interesting Punta Cana side-trips: La Romana (Altos de Chavon & Teeth Of The Dog). And it doesn't end there: kick back and relax at Bavaro Beach, head off the coast to Saona Island, make a trip to Jesus Maestro Parish, and look for gifts at HARRISON'S Fine Caribbean Jewelers.

To see photos, where to stay, more things to do, and tourist information, go to the Punta Cana driving holiday tool .

Getting from Oranjestad to Punta Cana by combination of flight and shuttle takes about 4 hours. Other options: fly. Traveling from Oranjestad in December, expect a bit cooler with lows of 26°C in Punta Cana. Wrap up your sightseeing on the 19th (Sat) to allow time to travel to Ocho Rios.

Things to do in Punta Cana

Parks Outdoors Nature

Side Trip

La Romana
Find places to stay Dec 15 — 19:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Saona Island ©
Saona Island
Altos de Chavon ©
Altos de Chavon

1
night
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Start off your visit on the 19th (Sat): admire the sheer force of Dunn's River Falls and Park. On the 20th (Sun), you'll have a packed day of sightseeing: Head underground at Green Grotto Caves, then admire the sheer force of Blue Hole, and then steep yourself in history at Firefly.

To see photos, maps, more things to do, and tourist information, you can read our Ocho Rios tour itinerary planner.

Traveling by combination of shuttle, flight, and bus from Punta Cana to Ocho Rios takes 10.5 hours. Alternatively, you can do a combination of flight and bus; or fly. The time zone difference when traveling from Punta Cana to Ocho Rios is minus 1 hour. Expect a daytime high around 36°C in December, and nighttime lows around 28°C. Finish up your sightseeing early on the 20th (Sun) so you can catcht the bus to Montego Bay.

Things to do in Ocho Rios

Nature Parks Historic Sites

Side Trips

Green Grotto Caves, Firefly
Find places to stay Dec 19 — 20:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Green Grotto Caves ©
Green Grotto Caves
Firefly ©
Firefly

3
nights
Montego Bay, Jamaica

Montego Bay ©
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
Explore the numerous day-trip ideas around Montego Bay: Seven Mile Beach (in Negril), Tryall Golf Course (in Sandy Bay) and Original Mayfield Falls Jamaica (in Pennycooke). There's much more to do: play a few rounds at White Witch Golf Course, contemplate the long history of The Cage, pause for some serene contemplation at Blessed Sacrament Cathedral, and enjoy the sand and surf at Doctor's Cave Beach.

To find where to stay, photos, other places to visit, and tourist information, read our Montego Bay trip maker app .

You can take a bus from Ocho Rios to Montego Bay in 1.5 hours. Another option is to drive. December in Montego Bay sees daily highs of 36°C and lows of 27°C at night. Wrap up your sightseeing on the 23rd (Wed) early enough to travel to Havana.

Things to do in Montego Bay

Outdoors Parks Beaches

Side Trips

Tryall Golf Course, Seven Mile Beach, Mayfield Falls Jamaica (Original)
Find places to stay Dec 20 — 23:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
White Witch Golf Course ©
White Witch Golf Course
Rose Hall Great House ©
Rose Hall Great House

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.
Havana is known for historic sites, museums, nightlife, beaches, and classes. Your plan includes some of its best attractions: get to know the fascinating history of El Malecon, make a trip to Plaza de la Catedral, contemplate the long history of Old Square (Plaza Vieja), and take an in-depth tour of Museum of the Revolution (Museo de la Revolucion).

To see photos, traveler tips, other places to visit, and other tourist information, read Havana journey tool .

Traveling by flight from Montego Bay to Havana takes 5.5 hours. Traveling from Montego Bay in December, things will get slightly colder in Havana: highs are around 32°C and lows about 20°C. Finish up your sightseeing early on the 26th (Sat) so you can travel to Nassau.

Things to do in Havana

Historic Sites Museums Neighborhoods
Find places to stay Dec 23 — 26:
Highlights from your plan
Malecón of Havana ©
Malecón of Havana
Old Havana ©
Old Havana
Plaza de la Catedral ©
Plaza de la Catedral

4
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.
Nassau is known for theme parks, beaches, shopping, wildlife, and historic sites. Your plan includes some of its best attractions: kick back and relax at Cable Beach, observe the fascinating underwater world at Marine Habitat at Atlantis, get to know the resident critters at Ardastra Gardens, Zoo and Conservation Center, and meet the residents at Predator Lagoon.

To find reviews, ratings, maps, and other tourist information, use the Nassau trip planner .

Fly from Havana to Nassau in 4.5 hours. In December, daytime highs in Nassau are 32°C, while nighttime lows are 24°C. Wrap up your sightseeing on the 30th (Wed) early enough to travel to Key Largo.

Things to do in Nassau

Parks Outdoors Zoos & Aquariums

Side Trip

Paradise Island
Find places to stay Dec 26 — 30:
Highlights from your plan
Cable Beach ©
Cable Beach
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Aquaventure ©
Aquaventure

3
nights
Key Largo, United States

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Explore the numerous day-trip ideas around Key Largo: Anhinga Trail (in Everglades National Park), Islamorada (Fishing Charters & Tours & Lignumvitae Key Botanical State Park) and Burr's Berry Farm (in Goulds). There's much more to do: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, stroll through Florida Keys Visitor Center, see some colorful creatures with a scuba or snorkeling tour, and stop by Petals With Pizzazz.

To find ratings, traveler tips, photos, and tourist information, go to the Key Largo road trip site .

Use the Route module to find suitable travel options from Nassau to Key Largo. In December, daytime highs in Key Largo are 30°C, while nighttime lows are 22°C. Finish your sightseeing early on the 2nd (Sat) so you can travel to St. George.

Things to do in Key Largo

Wildlife Outdoors Parks

Side Trips

Islamorada, Anhinga Trail, Burr's Berry Farm
Find places to stay Dec 30 — Jan 2:
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling

2
nights
St. George, Bermuda

St. George ©
St. George is known for historic sites, beaches, shopping, museums, and parks. Your plan includes some of its best attractions: Head underground at Crystal & Fantasy Caves, admire the striking features of St. Peter's Church, look for gifts at Long Story Short, and take an in-depth tour of St. George's Historical Society Museum.

For traveler tips, more things to do, maps, and more tourist information, refer to the St. George trip itinerary planning site .

Use the Route module to find suitable travel options from Key Largo to St. George. The time zone difference when traveling from Key Largo to St. George is 1 hour. When traveling from Key Largo in January, plan for a bit cooler days and about the same nights in St. George: temperatures range from 24°C by day to 19°C at night. Finish your sightseeing early on the 5th (Tue) to allow enough time to travel to Kokomo.

Things to do in St. George

Parks Outdoors Museums

Side Trips

Crystal & Fantasy Caves, Blue Hole Park
Find places to stay Jan 2 — 5:
Highlights from your plan
Crystal & Fantasy Caves ©
Crystal & Fantasy Caves
World Heritage Centre - St. George ©
Tobacco Bay ©
Tobacco Bay

2
nights
Kokomo, United States

Kokomo ©
Kokomo is a city in and the county seat of Howard County, Indiana, United States. Kick off your visit on the 6th (Wed): examine the collection at Seiberling Mansion and then take an in-depth tour of Kokomo Automotive Heritage Museum. On the 7th (Thu), you'll have a packed day of sightseeing: see the interesting displays at The Monon Connection Museum and then have fun at Hoosier Gym.

For more things to do, reviews, traveler tips, and more tourist information, use the Kokomo trip itinerary site .

Use the Route module to find suitable travel options from St. George to Kokomo. Traveling from St. George to Kokomo, you'll gain 2 hours due to the time zone difference. Traveling from St. George in January, things will get colder in Kokomo: highs are around 0°C and lows about -9°C. On the 8th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Kokomo

Museums Fun & Games

Side Trips

The Monon Connection Museum, Hoosier Gym, Room Escape Games
Find places to stay Jan 5 — 8:
Highlights from your plan
Seiberling Mansion ©
Seiberling Mansion
Room Escape Games
Hoosier Gym ©
Hoosier Gym

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