60 days in Caribbean Itinerary

60 days in Caribbean Itinerary

Created using Inspirock Caribbean trip planner

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Route & dates

60 days in Caribbean Itinerary

Start: Perth, Australia
Fly:  32 h
1
Seven Mile Beach, Cayman Islands
— 5 nights
+6
Fly + Foot + Bus + Foot + Bus + Foot + Bus:  7 h 45 min
2
Ocho Rios, Jamaica
— 3 nights
Bus + Fly:  5 h
3
Providenciales, Turks and Caicos
— 7 nights
Fly:  3 h 30 min
4
San Juan, Puerto Rico
— 11 nights
Fly:  30 min
5
Culebra, Puerto Rico
— 6 nights
Fly + Drive:  2 h 15 min
6
Isla de Vieques, Puerto Rico
— 10 nights
Fly:  3 h
7
Philipsburg, St. Maarten-St. Martin
— 8 nights
Fly:  4 h
8
Palm - Eagle Beach, Aruba
— 5 nights
Fly:  38 h
End: Perth, Australia

5
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach is known for wildlife, beaches, and spas. Your plan includes some of its best attractions: enjoy the sand and surf at Seven Mile Beach, tour the pleasant surroundings at Mastic Trail, see majestic marine mammals with a dolphin and whale watching tour, and get interesting insight from Tours.

To see ratings, reviews, traveler tips, and tourist information, read Seven Mile Beach trip planner.

Perth, Australia to Seven Mile Beach is an approximately 32-hour flight. You'll gain 13 hours traveling from Perth to Seven Mile Beach due to the time zone difference. In July, Seven Mile Beach is much hotter than Perth - with highs of 38°C and lows of 30°C. Finish your sightseeing early on the 7th (Tue) so you can travel to Ocho Rios.

Things to do in Seven Mile Beach

Parks Outdoors Wildlife

Side Trips

Grand Cayman, George Town, Cayman Turtle Centre: Island Wildlife Encounter
Find places to stay Jul 2 — 7:
Highlights from your plan
Scuba & Snorkeling
Seven Mile Beach ©
Seven Mile Beach

3
nights
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.
Change things up with these side-trips from Ocho Rios: Blue Mountain Peak (in Blue Mountains National Park), Rose Hall (White Witch Golf Course & Rose Hall Great House) and Green Grotto Caves (in Runaway Bay). There's more to do: take in the dramatic scenery at Dunn's River Falls and Park and stroll the grounds of Bob Marley Museum.

Plan my day in Ocho Rios using traveler tips and tourist information provided by Inspirock.

You can do a combination of flight and bus from Seven Mile Beach to Ocho Rios in 8 hours. In July in Ocho Rios, expect temperatures between 38°C during the day and 30°C at night. Wrap up your sightseeing on the 11th (Sat) early enough to travel to Providenciales.

Things to do in Ocho Rios

Parks Nature Outdoors

Side Trips

Montego Bay, Bob Marley Museum, Green Grotto Caves, Blue Mountain Peak
Find places to stay Jul 7 — 11:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Blue Mountain Peak ©
Blue Mountain Peak
Rose Hall Great House ©
Rose Hall Great House

7
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Providenciales is known for beaches, wildlife, and adventure. Your plan includes some of its best attractions: enjoy the sand and surf at Grace Bay Beach, take in the dramatic natural features at Smith's Reef, tee off at Provo Golf Club, and contemplate the waterfront views at Sapodilla Bay Beach.

To find traveler tips, photos, reviews, and more tourist information, go to the Providenciales vacation planning site .

Do a combination of bus and flight from Ocho Rios to Providenciales in 5 hours. Expect a daytime high around 37°C in July, and nighttime lows around 31°C. Cap off your sightseeing on the 18th (Sat) early enough to travel to San Juan.

Things to do in Providenciales

Outdoors Parks Beaches

Side Trip

Smith's Reef
Find places to stay Jul 11 — 18:
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Little Water Cay ©
Little Water Cay

11
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Venture out of the city with trips to Horseback Riding Tours (in Utuado), El Yunque Rain Forest (in El Yunque National Forest) and Ponce (Parque de Bombas, Museo de Arte de Ponce, & more). Next up on the itinerary: get to know the fascinating history of Old San Juan, let your taste buds guide you at a local gastronomic tour, skim along the rocks with a canyoning and rapelling tour, and brush up on your knowledge of spirits at Casa BACARDI Puerto Rico.

To find other places to visit, more things to do, traveler tips, and more tourist information, read San Juan vacation maker tool .

Getting from Providenciales to San Juan by flight takes about 3.5 hours. Other options: do a combination of flight and car. You'll lose 1 hour traveling from Providenciales to San Juan due to the time zone difference. In July, plan for daily highs up to 37°C, and evening lows to 30°C. Cap off your sightseeing on the 29th (Wed) early enough to catch the flight to Culebra.

Things to do in San Juan

Outdoors Parks Beaches

Side Trips

Ponce, Puerto Rico, Carolina, Luquillo, Monumento Historico Cueva Maria de La Cruz
Find places to stay Jul 18 — 29:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

6
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.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: enjoy the sand and surf at Flamenco Beach, tour the pleasant surroundings at Zoni Beach, browse the collection at Culebra Public Library, and step off the mainland to explore Culebrita Island.

For photos, traveler tips, where to stay, and tourist information, refer to the Culebra tour itinerary builder app .

Culebra is just a stone's throw from San Juan. In July, daily temperatures in Culebra can reach 38°C, while at night they dip to 31°C. Finish your sightseeing early on the 4th (Tue) to allow enough time to travel to Isla de Vieques.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Jul 29 — Aug 4:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

10
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.
Isla de Vieques is known for nature, beaches, and wildlife. Your plan includes some of its best attractions: explore the activities along Sun Bay Beach, head off the coast to Vieques Island, surround yourself with nature on a nature and wildlife tour, and enjoy the sand and surf at Secret Beach.

For ratings, other places to visit, and other tourist information, read Isla de Vieques itinerary planner.

You can do a combination of flight and car from Culebra to Isla de Vieques in 2.5 hours. Alternatively, you can ride a ferry. In August, daytime highs in Isla de Vieques are 36°C, while nighttime lows are 30°C. Finish your sightseeing early on the 14th (Fri) so you can travel to Philipsburg.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Aug 4 — 14:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
La Chiva ©
La Chiva
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge

8
nights
Philipsburg, St. Maarten-St. Martin

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Philipsburg is known for shopping, beaches, and wildlife. Your plan includes some of its best attractions: enjoy the sand and surf at Maho Beach, stroll through Dawn Beach, get interesting insight from Tours, and step off the mainland to explore Pinel Island.

To find traveler tips, other places to visit, ratings, and more tourist information, refer to the Philipsburg road trip site .

You can fly from Isla de Vieques to Philipsburg in 3 hours. In August in Philipsburg, expect temperatures between 36°C during the day and 31°C at night. Finish up your sightseeing early on the 22nd (Sat) so you can travel to Palm - Eagle Beach.

Things to do in Philipsburg

Parks Outdoors Beaches

Side Trips

Saint-Martin, Simpson Bay, Sint Maarten, Maho, Orient Bay Beach
Find places to stay Aug 14 — 22:
Highlights from your plan
Speed Boats Tours
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay 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.
Go for a jaunt from Palm - Eagle Beach to San Nicolas to see Baby Beach about 48 minutes away. There's lots more to do: tour the pleasant surroundings at Eagle Beach, kick back and relax at Palm Beach, contemplate the long history of Bushiribana Gold Mill Ruins, and enjoy the sea views from California Lighthouse.

To find ratings, other places to visit, reviews, and more tourist information, read our Palm - Eagle Beach trip maker .

Traveling by flight from Philipsburg to Palm - Eagle Beach takes 4 hours. In August, daytime highs in Palm - Eagle Beach are 39°C, while nighttime lows are 32°C. Wrap up your sightseeing by early afternoon on the 27th (Thu) to allow time for travel back home.

Things to do in Palm - Eagle Beach

Parks Outdoors Beaches

Side Trips

Noord, Santa Cruz, Bushiribana Gold Mill Ruins, Ayo and Casibari Rock Formations, Baby Beach
Find places to stay Aug 22 — 27:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

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