35 days in Caribbean Itinerary

35 days in Caribbean Itinerary

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Route & dates

35 days in Caribbean Itinerary

Start: Melbourne, Australia
Fly:  25 h
1
Havana, Cuba
— 5 nights
Fly:  6 h
2
Punta Cana, Dominican Republic
— 6 nights
Fly:  3 h 45 min
3
Culebra, Puerto Rico
— 4 nights
Fly + Drive:  2 h 15 min
4
Isla de Vieques, Puerto Rico
— 8 nights
Fly:  2 h 45 min
5
Maho, St. Maarten-St. Martin
— 4 nights
Fly:  3 h 45 min
6
Palm - Eagle Beach, Aruba
— 5 nights
Fly:  28 h
End: Melbourne, Australia

5
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Kids will appreciate attractions like El Malecon and Callejon de Hamel. The adventure continues: appreciate the extensive heritage of Old Havana, hit the best photo ops around with an inspiring photography tour, contemplate the long history of Old Square (Plaza Vieja), and make a trip to Paseo del Prado.

For maps, reviews, ratings, and tourist information, read our Havana vacation planner .

Melbourne, Australia to Havana is an approximately 25-hour flight. You can also do a combination of flight and train. The time zone difference when traveling from Melbourne to Havana is minus 15 hours. Plan for much hotter temperatures traveling from Melbourne in September, with highs in Havana at 36°C and lows at 26°C. Finish your sightseeing early on the 11th (Fri) to allow enough time to travel to Punta Cana.

Things to do in Havana

Historic Sites Museums Tours
Find places to stay Sep 6 — 11:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Paseo del Prado ©
Paseo del Prado

6
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.
Family-friendly places like Bavaro Beach and Macao Beach will thrill your kids. Change things up with these side-trips from Punta Cana: La Romana (Teeth Of The Dog & Altos de Chavon). There's much more to do: fulfill a lifelong dream with a swim-with-the-dolphins experience, make a trip to Jesus Maestro Parish, look for gifts at Dominicana Rai, and get your game on at Escape Room Punta Cana.

To find ratings, traveler tips, reviews, and other tourist information, refer to the Punta Cana day trip app .

You can fly from Havana to Punta Cana in 6 hours. Alternatively, you can do a combination of flight and shuttle. The time zone changes from Cuba Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. Expect a daytime high around 36°C in September, and nighttime lows around 28°C. Finish your sightseeing early on the 17th (Thu) so you can travel to Culebra.

Things to do in Punta Cana

Outdoors Parks Wildlife

Side Trip

La Romana
Find places to stay Sep 11 — 17:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Manati Park Bavaro ©
Manati Park Bavaro
Macao Beach ©
Macao Beach

4
nights
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
You'll visit kid-friendly attractions like Flamenco Beach and Playa Punta Soldado Beach. The adventure continues: kick back and relax at Zoni Beach, browse the collection at Culebra Public Library, tour the pleasant surroundings at Tamarindo Beach, and step off the mainland to explore Culebrita Island.

To see where to stay, more things to do, ratings, and tourist information, use the Culebra travel itinerary planner.

Traveling by flight from Punta Cana to Culebra takes 4 hours. Alternatively, you can do a combination of shuttle and flight; or do a combination of flight, shuttle, and ferry. In September in Culebra, expect temperatures between 37°C during the day and 30°C at night. Finish your sightseeing early on the 21st (Mon) so you can travel to Isla de Vieques.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Sep 17 — 21:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Tamarindo Beach ©
Tamarindo Beach

8
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
You'll visit kid-friendly attractions like Sun Bay Beach and Media Luna Beach. And it doesn't end there: stroll through La Plata Beach, have fun at Vieques Gun Club & Sporting Clays, kick back and relax at Secret Beach, and look for all kinds of wild species at Vieques National Wildlife Refuge.

To find other places to visit, more things to do, where to stay, and more tourist information, refer to the Isla de Vieques travel itinerary planner.

Getting from Culebra to Isla de Vieques by combination of flight and car takes about 2.5 hours. Other options: ride a ferry. In September, daytime highs in Isla de Vieques are 36°C, while nighttime lows are 29°C. Finish up your sightseeing early on the 29th (Tue) so you can travel to Maho.

Things to do in Isla de Vieques

Parks Outdoors Beaches
Find places to stay Sep 21 — 29:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Media Luna Beach ©
Media Luna Beach
La Chiva ©
La Chiva

4
nights
Maho, St. Maarten-St. Martin

Maho ©
Kids will appreciate attractions like Maho Beach and Cupecoy Bay Beach. When in Maho, make a side trip to see Orient Bay Beach in Orient Bay, approximately 32 minutes away.

To find maps, reviews, and more tourist information, read Maho vacation planner.

Getting from Isla de Vieques to Maho by flight takes about 3 hours. In September, daily temperatures in Maho can reach 36°C, while at night they dip to 31°C. Wrap up your sightseeing on the 3rd (Sat) early enough to travel to Palm - Eagle Beach.

Things to do in Maho

Outdoors Beaches Parks

Side Trips

Philipsburg, Sint Maarten, Simpson Bay, Cupecoy Bay Beach, Orient Bay Beach
Find places to stay Sep 29 — Oct 3:
Highlights from your plan
Maho Beach ©
Maho Beach
Cupecoy Bay Beach ©
Cupecoy Bay Beach
Dawn Beach ©
Dawn Beach

5
nights
Palm - Eagle Beach, Aruba

Palm - Eagle Beach ©
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
You'll visit kid-friendly attractions like Eagle Beach and Hadicurari Beach. Take a break from Palm - Eagle Beach with a short trip to Baby Beach in San Nicolas, about 48 minutes away. The adventure continues: enjoy the sand and surf at Palm Beach, explore the wealth of natural beauty at Arikok National Park, contemplate the long history of Historical Museum Fort Zoutman, and visit a coastal fixture at California Lighthouse.

For photos, reviews, more things to do, and more tourist information, you can read our Palm - Eagle Beach visit planning website .

Traveling by flight from Maho to Palm - Eagle Beach takes 4 hours. Expect a daytime high around 38°C in October, and nighttime lows around 32°C. Finish your sightseeing early on the 8th (Thu) so you can travel back home.

Things to do in Palm - Eagle Beach

Parks Outdoors Beaches

Side Trips

Noord, Oranjestad, Santa Cruz, Arashi Beach, Baby Beach
Find places to stay Oct 3 — 8:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

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